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Asiatic acid
- Family: Plantae - Myrtaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene
| Canonical Smiles | OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C |
|---|---|
| InChI | InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1 |
| InChIKey | JXSVIVRDWWRQRT-UYDOISQJSA-N |
| Formula | C30H48O5 |
| HBA | 4 |
| HBD | 4 |
| MW | 488.71 |
| Rotatable Bonds | 2 |
| TPSA | 97.99 |
| LogP | 5.03 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 488.35 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Melaleuca ericifolia | Myrtaceae | Plantae | 73757 |
| 2 | Psiloxylon mauritianum | Myrtaceae | Plantae | 40027 |
Showing of synonyms
Asiatic acid
464-92-6
Dammarolic acid
NSC 166063
UNII-9PA5A687X5
CHEBI:2873
HSDB 7662
9PA5A687X5
NSC-166063
DTXSID901019207
(2alpha,3beta)-2,3,23-trihydroxyurs-12-en-28-oic acid
Urs-12en-28-oic acid, 2,3,23-trihydroxy-, (2alpha, 3beta, 4alpha)-
DTXCID601477197
ASIATIC ACID (CONSTITUENT OF BANABA LEAF)
2alpha,3beta,23-trihydroxyurs-12-en-28-oic acid
ASIATIC ACID (CONSTITUENT OF CENTELLA ASIATICA)
ASIATIC ACID (CONSTITUENT OF HOLY BASIL LEAF)
(2alpha,3beta,4alpha)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID
MFCD00238541
CHEMBL404313
(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
Asiantic acid
Asiaticacid
2,3,23-trihydroxyurs-12-en-28-oic acid
Esculentic acid (Diplazium)
2alpha,23-Dihydroxyursolic acid
Asiatic-acid
Asiatic acid, 97%
Asiatic acid (Standard)
ASIATIC ACID [HSDB]
ASIATIC ACID [WHO-DD]
SCHEMBL3285999
HY-N0194R
Asiatic acid, analytical standard
HY-N0194
BDBM50241487
AKOS007930256
Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, (2.alpha.,3.beta.,4.alpha.)-
CCG-208549
DB14054
FA63149
NCGC00346584-02
NCGC00346584-03
A2475
CS-0007893
NS00013372
NS00099270
C08617
Asiatic acid, >=98% (HPLC), from Centella asiatica
BRD-K35079116-001-02-5
BRD-K35079116-001-03-3
Q15478109
ASIATIC ACID (CONSTITUENT OF BANABA LEAF) [DSC]
ASIATIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC]
(4alpha)-2alpha,3beta,23-trihydroxy-urs-12-en-28-oic acid
ASIATIC ACID (CONSTITUENT OF CENTELLA ASIATICA) [DSC]
(2alpha,3beta,5beta,20beta)-2,3,23-trihydroxyurs-12-en-28-oic acid
(4I+/-)-a?I+/-,a?I(2),a?3-atrihydroxy-aurs-a?2-aen-a?8-aoic acid
Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, (2alpha,3beta,4alpha)-
(2.ALPHA.,3.BETA.,4.ALPHA.)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID
(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylicacid
0AS
- Abdel Bar FM, Zaghloul AM, et al. (2008). Antiproliferative triterpenes from Melaleuca ericifolia. Journal of Natural Products,2008,71(10),1787-1790. [View] [PubMed]
- Rangasamy O, Mahomoodally FM, et al. (2014). Two anti-staphylococcal triterpenoid acids isolated from Psiloxylon mauritianum (Bouton ex Hook. f.) Baillon, an endemic traditional medicinal plant of Mauritius.. South African Journal of Botany,2014,93,198-203. [View] [PubMed]
Pubchem:
119034
Cas:
464-92-6
Gnps:
CCMSLIB00000205004
Zinc:
ZINC000008221271
Kegg Ligand:
C08617
Chebi:
2873
Nmrshiftdb2:
60028577
Metabolights:
MTBLC2873
Chembl:
CHEMBL404313
Drugbank:
DB14054
Pdb Ligand:
0AS
Bindingdb:
50241487
Selleck:
Asiatic-acid
CPRiL:
59206
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 488.71 g/mol
Antimicrobial
In particular anti-staphylococcal
Absorption
- Caco-2 (logPapp)
- -5.58
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.94
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.75
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.46
- Plasma Protein Binding
- 94.43
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 3.38
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.33
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.43
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.47
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -240.16
- Rat (Acute)
- 2.59
- Rat (Chronic Oral)
- 2.86
- Fathead Minnow
- 3.85
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 473.25
- Hydration Free Energy
- -3.02
- Log(D) at pH=7.4
- 3.55
- Log(P)
- 4.37
- Log S
- -4.89
- Log(Vapor Pressure)
- -11.12
- Melting Point
- 248.08
- pKa Acid
- 5.1
- pKa Basic
- 7.23
No predicted protein targets found for this compound.