Basic information
- CAS
5947-49-9- Standard SMILES
C[C@]1(C(=O)O)CCC[C@]2(C)c3cc(O)ccc3CC[C@@H]12- InChIKey
VJILEYKNALCDDV-OIISXLGYSA-N- Molecular formula
- C17H22O3
- Average molar mass
- 274.35 g/mol
- Monoisotopic mass
- 274.15689456
Overview
Podocarpic acid is an abietane diterpenoid lacking the isopropyl substituent with an aromatic C-ring and a hydroxy group at the 12-position. It derives from a hydride of a podocarpane.
Names & identifiers
- Preferred name
- Podocarpic Acid
- IUPAC
- (1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
- English name
- Podocarpic acid
- Molecular formula
- C17H22O3
- Molecular weight
- 274.35
Names & synonyms
Podocarpic acid5947-49-912-hydroxypodocarpa-8,11,13-trien-16-oic acid(1S,4AS,10aR)-1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethylphenanthrene-1-carboxylic acid(1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid(1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acidDTXSID308782147K80G5Z96YCHEBI:8277NSC-231784RefChem:435447DTXCID701016271
Show more names
Nsc 231784Einecs 227-706-3Podocarpic acid 98%Podocarpic acid, >99%Podocarpic acid, 10 mM in DMSOPodocarpa-8,11,13-trien-16-oic acid, 12-hydroxy- (van) (8ci)1 4A-DIMETHYL-6-HYDROXY-1 2 3,4A 9 10 10A-OCTAHYDRO-1-PHENANTHRENECARBOXYLIC ACIDinhibit,Podocarpic acid,Transient receptor potential channels,TRP Channel,Inhibitor
(1S,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid227-706-3Podocaric AcidTimTec1_001673CHEMBL421115MEGxp0_001903ACon0_000057ACon1_002112
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 407
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 193 · 193-196 °C (lit.)
- alpha
- 20546 · 20546 +165° (c = 4 in abs ethanol)
- Boiling point
- 449.6 · 449.6±45.0 °C(Predicted)
- Density
- 1.182 · 1.182±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 100 mg/mL · DMSO: ≥ 100 mg/mL (364.50 mM)
- pka
- 4.66 · 4.66±0.40(Predicted)
- form
- Solid
- color
- White to off-white
- optical activity
- 20 · [α]20/D +133°, c = 4 in ethanol
- Merck
- 13 · 13,7625
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
Chemical: 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethyl-, [1S-(1.alpha.,4a.alpha.,10a.beta.)]-
1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethyl-, (1S,4aS,10aR)-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesPodocarpic acid is a natural product, which has the best all-round positive effect and acts as a novel TRPA1 activator.
Suppliers26 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
Related reactions
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Compound notes
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