NADPH
Also known as TPNH, Dihydronicotinamide-adenine dinucleotide phosphate, Dihydrocodehydrogenase II
Key facts
What buyers check first
- CAS number
- 53-57-6
- Formula
- C21H30N7O17P3
- Molar mass
- 745.43 g/mol
- EC number
- 200-177-6
- HS code
- 293499
- Category
- Nucleosides and nucleotides
What is NADPH?
Plain description, key identifiers and synonyms
NADPH is the reduced form of NADP+, used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent. It has a role as a cofactor and a fundamental metabolite. It is a NAD(P)H and a NADP. It is a conjugate acid of a NADPH(4-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
- CAS number
- 53-57-6 CAS number cross-checkedOther or deprecated CAS: 2646-71-1
- EC number
- 200-177-6
- Molecular formula
- C21H30N7O17P3
- UNII
- 381Q4X082D
- MDL number
- MFCD00036263, MFCD00674870
- InChIKey
- ACFIXJIJDZMPPO-NNYOXOHSSA-N
- InChI
- InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
- Canonical SMILES
- NC(=O)C1=CN(C2OC(COP(=O)(O)OP(=O)(O)OCC3OC(n4cnc5c(N)ncnc54)C(OP(=O)(O)O)C3O)C(O)C2O)C=CC1
- Isomeric SMILES
- C1C=CN(C=C1C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O
Synonyms
- TPNH
- Dihydronicotinamide-adenine dinucleotide phosphate
- Dihydrocodehydrogenase II
- Reduced triphosphopyridine nucleotide
- Reduced Nicotinamide Adenine Dinucleotide Phosphate
- NADPH2
- beta-NADPH
- dihydronicotinamide adenine dinucleotide phosphate
- reduced nicotinamide-adenine dinucleotide phosphate
- Nicotinamide-adenine dinucleotide phosphate, reduced
- Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide
- reduced Coenzyme II
- dihydronicotinamide adenine dinucleotide-P
- nadph hydride
- NADP-reduced
- Reduced codehydrogenase ii
- NADPH-sodium salt
- reduced Cozymase II
- beta-NADPH-D
- b-NADPH
- reduced Codehydrase II
- beta-NADPH Tetrasodium
- Nadp reduced fom
- Coenzyme ii, reduced
- Nadp reduced form
Show all 36 synonymsShow fewer synonyms
- Triphosphopyridine nucleotide reduced
- beta-Nicotinamide Adenine Dinucleotide Phosphate Tetrasodium Salt
- dihydrotriphosphopyridine nucleotide reduced
- Nicotinamide-adenine-dinucleotide-phosphorate
- b-Nicotinamide-adenine-dinucleotide-phosphorate
- beta-Nicotinamide-adenine-dinucleotide-phosphorate
- Nicotinamide-adenine-dinucleotide-phosphoric acid
- reducednicotinamide-adenine dinucleotide phosphate
- b-Nicotinamide-adenine-dinucleotide-phosphoric acid
- Nicotinamide adenine dinucleotide phosphate - reduced
- beta-Nicotinamide-adenine-dinucleotide-phosphoric acid
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 | 745.43 g/molcalc.Computed value |
|---|---|
| Exact mass | 745.0911 Dacalc.Computed value |
| LogP (octanol/water) | -2.57calc.Computed value |
| Topological polar surface area | 364.2 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 9calc.Computed value |
| Hydrogen bond acceptors | 18calc.Computed value |
| Rotatable bonds | 13calc.Computed value |
| Heavy atoms | 48calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.52calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 10calc.Computed value |
| Lipinski rule of five | Fails (3 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
O=[PH](OCC1CCC(N2C=CCC=C2)O1)O[PH](=O)OCC1CCC(n2cnc3cncnc32)O1
5 rings, 34 atoms.
36 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
NADPH suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China ManufacturerUnclaimed profileฮฒ-nadphGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, San DiegoUnclaimed profileNADPHGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileNADPHGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileNADPHGrade, purity and minimum order on requestPrice on request
- Price on request
- Spain, BarcelonaUnclaimed profileNADPHGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileNADPHGrade, purity and minimum order on requestPrice on request
- Price 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
37 suppliers in 9 countries
- United States17
- China10
- Spain3
- Germany2
- United Kingdom1
- Hong Kong1
- and 3 more countries
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NADPH 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
Roles
- cofactor
- fundamental metabolite
- metabolite
Regulatory status
Inventories, regulations and trade controls that list this substance
United States
- TSCA inventory (USA)Status: Inactive in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code NADPH is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for NADPH is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about NADPH, based on the data on this page
What is NADPH?
What is the CAS number of NADPH?
What is the molecular formula and weight of NADPH?
What is NADPH used for?
Is NADPH hazardous?
What is the HS code of NADPH?
Where can I buy NADPH?
What is the price of NADPH?
Guides for buyers
Practical guides that help when you source, ship or handle NADPH
- 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
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
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