Oleandrin
Also known as Foliandrin, Neriolin, Folinerin
Key facts
What buyers check first
- Appearance
- Crystals from ethanol
- Melting point
- 250 °C
- Solubility
- Practically insoluble in water
- HS code
- 293220
- Category
- Steroids and sterols

What is Oleandrin?
Plain description, key identifiers and synonyms
Oleandrin is a steroid saponin that consists of oleandrigenin having a 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl residue attached to the oxygen function at position 3. It is a 14beta-hydroxy steroid, a cardenolide glycoside, a steroid ester and a steroid saponin. It is functionally related to an oleandrigenin.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14-hydroxy-3-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
- CAS number
- 465-16-7 CAS number cross-checkedOther or deprecated CAS: 1315607-79-4
- EC number
- 207-361-5
- Molecular formula
- C32H48O9
- UNII
- II95UDU7I4
- InChIKey
- JLPDBLFIVFSOCC-XYXFTTADSA-N
- InChI
- InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23+,24-,25-,27-,28-,29-,30-,31+,32-/m0/s1
- Canonical SMILES
- COC1CC(OC2CCC3(C)C(CCC4C3CCC3(C)C(C5=CC(=O)OC5)C(OC(C)=O)CC43O)C2)OC(C)C1O
- Isomeric SMILES
- C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(C[C@@H]([C@@H]5C6=CC(=O)OC6)OC(=O)C)O)C)C)OC)O
Synonyms
- Foliandrin
- Neriolin
- Folinerin
- Neriostene
- Oleandrina
- Oleandrine
- Neriol
- Card-20(22)-enolide, 16-(acetyloxy)-3-((2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy)-14-hydroxy-, (3beta,5beta,16beta)-
- (3beta,5beta,16beta)-16-acetoxy-3-[(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
- (3beta,5beta,16beta)-16-acetoxy-3-((2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy)-14-hydroxycard-20(22)-enolide
- (3 beta,16 beta)-16-(acetyloxy)-3-((2,6-dideoxy-3-O-methyl-L-arabino-hexopyranosyl)oxy)-14-hydroxy card-20(22)-enolide
- Corrigen
- Anvirzel
- PBI 05204
- Oleandrin (Standard)
- enanthren-16-yl acetate
- Oleandrin, >=98% (HPLC)
- 14-Hydroxycard-20-(22)-enolide
- Oleandrin pound PBI-05204 pound(c)
- 16beta-(Acetyloxy)-3beta-((2,6-dideoxy-3-O-methyl-L-arabino-hexopyranosyl)oxy)-14-hydroxycard-20-(22)-enolide
- 16beta-Acetoxy-3beta-(2,6-dideoxy-3-O-methyl-L-arabino-hexopyranosyloxy)-14-hydroxycard-20(22)-enolide
- PBI-05204 (mixture of botanical compounds)
- 5?\,20(22)-Cardenolide-3?, Corrigen, Foliandrin, Folinerin, Neriol, Neriolin, Neriostene
- (3?,5?,16?)-16-(Acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-?-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
- (3beta,16beta)-16-(Acetyloxy)-3-((2,6-dideoxy-3-O-methyl-L-arabino-hexopyranosyl)oxy)-14-hydroxy card-20(22)-enolide
Show all 29 synonymsShow fewer synonyms
- (3beta,5beta,16beta)-16-(acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy]-14-hydroxy-card-20(22)-enolide
- (3beta,5beta,16beta)-16-(acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
- Card-20(22)-enolide, 16-(acetyloxy)-3-((2,6-dideoxy-3-o-methyl-alpha-l-arabino-hexopyranosyl)oxy)-14-hydroxy-, (3beta,5beta,16.beta.)-
- Card-20(22)-enolide, 16-(acetyloxy)-3-((2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy)-14-hydroxy-, (3-beta,5-beta,16-beta)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from ethanolexp.Measured value |
|---|---|
| Melting point | 250 °Cexp.Measured value |
| Solubility | Practically insoluble in waterexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 576.73 g/molcalc.Computed value |
|---|---|
| Exact mass | 576.3298 Dacalc.Computed value |
| LogP (octanol/water) | 3.68calc.Computed value |
| Topological polar surface area | 120.8 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 9calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 41calc.Computed value |
| Rings | 6calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.88calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 13calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1
6 rings, 30 atoms.
167 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H330Fatal if inhaled.
- H373May cause damage to organs through prolonged or repeated exposure.
Precautionary statements (15)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P284In case of inadequate ventilation wear respiratory protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P319Get medical help if you feel unwell.
- P320Specific treatment is urgent (see supplemental first aid instructions on the label).
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidOleandrin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, HaywardUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- United States, Redwood CityUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- China, ChengduUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- United States, HopkintonUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- China, KunshanUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, New MilfordUnclaimed profileOleandrinGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
12 suppliers in 3 countries
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Oleandrin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Pharmacology
Oleandrin is a lipid soluble cardiac glycoside with potential antineoplastic activity. Upon administration, oleandrin specifically binds to and inhibits the alpha3 subunit of the Na/K-ATPase pump in human cancer cells. This may inhibit the phosphorylation of Akt, upregulate MAPK, inhibit NF-kb activation and inhibit FGF-2 export and may downregulate mTOR thereby inhibiting p70S6K and S6 protein expression. All of this may lead to an induction of apoptosis.
Read more
As cancer cells with relatively higher expression of the alpha3 subunit and with limited expression of the alpha1 subunit are more sensitive to oleandrin, one may predict the tumor response to treatment with lipid-soluble cardiac glycosides such as oleandrin based on the tumors Na/K-ATPase pump protein subunit expression. Overexpression of the alpha3 subunit in tumor cells correlates with tumor proliferation.
How it is made
Preparation by enzymatic hydrolysis of urechitoxin.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Oleandrin, Ref no: 261, Annex ref: II/261
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Oleandrin is traded under.
Lactones
- United States14.2%
- India * partner reported13.5%
- Brazil8.5%
* Partner reported figures, a lower bound.
The HS code shown for Oleandrin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Oleandrin, based on the data on this page
What is Oleandrin?
What is the CAS number of Oleandrin?
What is the molecular formula and weight of Oleandrin?
Is Oleandrin hazardous?
What is the HS code of Oleandrin?
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What is the price of Oleandrin?
Guides for buyers
Practical guides that help when you source, ship or handle Oleandrin
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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