Basic information
- CAS
631-01-6- Standard SMILES
CC1(C)CC[C@]2(C(=O)O)[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(C=O)[C@@H]5CC[C@]43C)[C@@H]2C1- InChIKey
MQUFAARYGOUYEV-UAWZMHPWSA-N- Molecular formula
- C30H46O5
- Average molar mass
- 486.7 g/mol
- Monoisotopic mass
- 486.33452456
Overview
Quillaic acid is a pentacyclic triterpenoid that is olean-12-ene substituted by hydroxy groups at positions 3 and 16, an oxo group at position 23 and a carboxy group at position 28 (the 3beta,16alpha stereoisomer). It has a role as a metabolite and an anti-inflammatory agent. It is an aldehyde, a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of a quillate. It derives from a hydride of an oleanane.
Names & identifiers
- Preferred name
- Quillaic Acid
- IUPAC
- (4aR,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
- English name
- Quillaic acid
- Molecular formula
- C30H46O5
- Molecular weight
- 486.68
Names & synonyms
Quillaic acid631-01-6quillaja sapogenin(3beta,4alpha,16alpha)-3,16-Dihydroxy-23-oxoolean-12-en-28-oic acid(4aR,5R,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid69O8E4G02B(+)-QUILLAIC ACIDCHEBI:8710DTXSID0010265763beta,16alpha-dihydroxy-23-oxoolean-12-en-28-oic acidRefChem:1781423 beta,16 alpha-dihydroxy-23-oxoolean-12-en-28-oic acid
Show more names
Olean-12-en-28-oicacid, 3,16-dihydroxy-23-oxo-, (3b,4a,16a)-QUILLAIAquillaicaciQuitclaimacidQUILLAIAEXTRACTSQUILLAJAEXTRACTSEXTRACTOFQUILLAIASaponbark extract
DTXCID801510733OLEAN-12-EN-28-OIC ACID, 3,16-DIHYDROXY-23-OXO-, (3BETA,4ALPHA,16ALPHA)-211-149-8C30H46O5MFCD22479218UNII-69O8E4G02BEINECS 211-149-8Saponin bark extract
Properties
Computed structural properties
- XLogP
- 6.1
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 970
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Physicochemical properties
- Melting point
- 294 ℃ · 294℃
- alpha
- 20 · D20 +56.1° (c = 2.9 in pyridine)
- Boiling point
- 502.54 °C · 502.54°C (rough estimate)
- Density
- 1.022 · 1.0220 (rough estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Acetone (Slightly), DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
- form
- Solid
- pka
- 4.41 · 4.41±0.70(Predicted)
- color
- White to Off-White
- Stability
- Hygroscopic
- InChIKey
- MQUFAARYGOUYEV-RMRVVFRMNA-N
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
Olean-12-en-28-oic acid, 3,16-dihydroxy-23-oxo-, (3.beta.,4.alpha.,16.alpha.)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Chemistry & industry
Applications
UsesQuillaic Acid an unglycosylated saponin from the Quillaja saponaria bark is used as a topical antiinflammatory.
Upstream & downstream products
Downstream products
Suppliers100 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
陕西帕尼尔生物科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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