Camptothecin
Also known as Camptothecine, (S)-(+)-Camptothecin, (+)-Camptothecin
Key facts
What buyers check first
What is Camptothecin?
Plain description, key identifiers and synonyms
Camptothecin is a pyranoindolizinoquinoline that is pyrano[3',4':6,7]indolizino[1,2-b]quinoline which is substituted by oxo groups at positions 3 and 14, and by an ethyl group and a hydroxy group at position 4 (the S enantiomer). It has a role as an antineoplastic agent, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, a genotoxin and a plant metabolite. It is a delta-lactone, a quinoline alkaloid, a tertiary alcohol and a pyranoindolizinoquinoline.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
- CAS number
- 7689-03-4 CAS number cross-checked
- EC numbers
- 444-280-6, 616-407-7
- Molecular formula
- C20H16N2O4
- UNII
- XT3Z54Z28A
- MDL number
- MFCD00081076
- InChIKey
- VSJKWCGYPAHWDS-FQEVSTJZSA-N
- InChI
- InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
- Canonical SMILES
- CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3ccccc3nc2-1
- Isomeric SMILES
- CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
Synonyms
- Camptothecine
- (S)-(+)-Camptothecin
- (+)-Camptothecin
- d-Camptothecin
- 20(S)-Camptothecine
- (+)-Camptothecine
- 21,22-Secocamptothecin-21-oic acid lactone
- (4S)-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
- (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
- 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-
- (4S)-4-Ethyl-4-hydroxy-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione
- (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo(11.8.0.02,11.04,9.015,20)henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
- 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-
- 20-(S)-camptothecine
- 21, 22-Secocamptothecin-21-oic acid lactone
- (S)-4-ethyl-4-hydroxy-1H-pyrano-(3',4':6,7)indolozino(1,2-b)quinoline-3,14(4H,12H)-dione
- 1H-Pyrano(3',3'.6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4hydroxy-(S)-
- Campathecin
- (s)-camptothecine
- Camptothecine (S,+)
- (S)-4-ethyl-4-hydroxy-1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
- Sdccgsbi-0050329.p003
- (S)-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
- (S)-Camptothecin
- (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
Show all 35 synonymsShow fewer synonyms
- (S)-4-ethyl-4-hydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione
- 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-
- 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-
- 20(S)-Camptothecin
- 4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
- d-camptothecine
- (S)-4-ethyl-4-hydroxy-1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione
- (S)-4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
- Camptothecine (8CI)
- Tocris-1100
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
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
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 | 348.36 g/molcalc.Computed value |
|---|---|
| Exact mass | 348.111 Dacalc.Computed value |
| LogP (octanol/water) | 2.08calc.Computed value |
| Topological polar surface area | 81.42 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 26calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.25calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)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
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H340May cause genetic defects.
Precautionary statements (10)
- P203Obtain, read and follow all safety instructions before use.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- 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 aidCamptothecin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- ChinaUnclaimed profileCamptothecinGrade, purity and minimum order on requestPrice on request
- Unclaimed profile(S)-(+)-CamptothecinGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileCamptothecinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileCamptothecinGrade, purity and minimum order on requestPrice on request
- China, Changzhou ManufacturerUnclaimed profileCamptothecinGrade, purity and minimum order on requestPrice on request
- United States ManufacturerUnclaimed profile(S)-(+)-CamptothecinGrade, purity and minimum order on requestPrice on request
- Canada, BurlingtonUnclaimed profile(s)-(+)-camptothecinGrade, purity and minimum order on requestPrice on request
- United Kingdom, Mรผnchen ManufacturerUnclaimed profile(S)-(+)-CamptothecinGrade, purity and minimum order on requestPrice on request
- China, BaojiUnclaimed profileCamptothecineGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileCamptothecinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
115 suppliers in 15 countries
- China40
- United States40
- India6
- Germany5
- United Kingdom5
- Spain4
- and 9 more countries
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Camptothecin price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Pharmacological actions
- Antineoplastic Agents, Phytogenic
- Topoisomerase I Inhibitors
Roles
- aetiopathogenetic role
- antineoplastic agent
- enzyme inhibitor
- eukaryotic metabolite
- genotoxin
- metabolite
- pharmaceutical
- plant metabolite
- topoisomerase inhibitor
Pharmacology
Camptothecin is an alkaloid isolated from the Chinese tree Camptotheca acuminata, with antineoplastic activity. During the S phase of the cell cycle, camptothecin selectively stabilizes topoisomerase I-DNA covalent complexes, thereby inhibiting religation of topoisomerase I-mediated single-strand DNA breaks and producing potentially lethal double-strand DNA breaks when encountered by the DNA replication machinery. (NCI)
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Camptothecin is traded under.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhereโฆ
- Switzerland * partner reported25.3%
- Germany21.4%
- India * partner reported14.9%
- United States20.9%
- Germany14.7%
- Italy14.6%
* Partner reported figures, a lower bound.
The HS code shown for Camptothecin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Camptothecin, based on the data on this page
What is Camptothecin?
What is the CAS number of Camptothecin?
What is the molecular formula and weight of Camptothecin?
What is Camptothecin used for?
Is Camptothecin hazardous?
What is the HS code of Camptothecin?
Where can I buy Camptothecin?
Where can I buy Camptothecin in India?
What is the price of Camptothecin?
Guides for buyers
Practical guides that help when you source, ship or handle Camptothecin
- 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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