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Tormentic acid
- Family: Plantae - Sapotaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@](C)(O)[C@H](C)CC1)C(=O)O)C |
|---|---|
| InChI | InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1 |
| InChIKey | OXVUXGFZHDKYLS-BLIWDXROSA-N |
| Formula | C30H48O5 |
| HBA | 4 |
| HBD | 4 |
| MW | 488.71 |
| Rotatable Bonds | 1 |
| TPSA | 97.99 |
| LogP | 5.18 |
| 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 | Markhamia tomentosa | Bignoniaceae | Plantae | 2708893 |
| 2 | Myrianthus arboreus | Cecropiaceae | Plantae | 1781621 |
| 3 | Omphalocarpum elatum | Sapotaceae | Plantae | 2708914 |
| 4 | Tridesmostemon omphalocarpoides | Sapotaceae | Plantae | 2709045 |
Showing of synonyms
Tormentic acid
13850-16-3
Jacarandic acid
Tomentic acid
(1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
CHEBI:70682
Urs-12-en-28-oic acid, 2,3,19-trihydroxy-, (2alpha,3beta)-
9WL8LH7U78
(1R,2R,4AS,6AS,6BR,8AR,10R,11R,12AR,12BR,14BS)-1,10,11-TRIHYDROXY-1,2,6A,6B,9,9,12A-HEPTAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID
Tormenticacid
2?,3?,19?-Trihydroxy-12-ursen-28-oic Acid
(2?,3?)-2,3,19-Trihydroxyurs-12-en-28-oic Acid
2?,19?-Dihydroxyursolic Acid
2?,3?,19-Trihydroxyurs-12-en-28-oic Acid
2?,3?,19?-Trihydroxyurs-12-en-28-oic Acid
Tormentolic Acid
Tormentic acid (Standard)
UNII-9WL8LH7U78
SCHEMBL94231
Urs-12-en-28-oic acid, 2,3,19-trihydroxy-, (2|A,3|A)-
CHEMBL239077
HY-N4137R
DTXSID40930135
2,3,19-Trihydroxyurs-12-en-28-oic acid (2alpha,3beta)-
HY-N4137
BDBM50593989
NSC720893
AKOS032962136
NSC-720893
DA-78542
2,3,19-Trihydroxyurs-12-en-28-oic acid
CS-0032207
2.ALPHA.,19.ALPHA.-DIHYDROXYURSOLIC ACID
Q15634134
2.alpha.,19.alpha.-Trihydroxy-urs-12-en-28-oic acid
2.alpha.,3.alpha.,19.alpha.-Trihydroxyurs-12-en-28-oic acid
2.ALPHA.,3.BETA.,19-TRIHYDROXYURS-12-EN-28-OIC ACID
URS-12-EN-28-OIC ACID, 2.ALPHA.,3.BETA.,19-TRIHYDROXY-
(2.ALPHA.,3.BETA.)-2,3,19-TRIHYDROXYURS-12-EN-28-OIC ACID
2.ALPHA.,3.BETA.,19.ALPHA.-TRIHYDROXYURS-12-EN-28-OIC ACID
URS-12-EN-28-OIC ACID, 2,3,19-TRIHYDROXY-, (2.ALPHA.,3.BETA.)-
- Tantangmo F, Lenta BN, et al. (2010). Antiprotozoal activities of some constituents of Markhamia tomentosa (Bignoniaceae).. Annals of tropical medicine and parasitology,2010, 104(5), 391-398. [View] [PubMed]
- Sandjo LP, Fru CG, et al. (2014). Elatumic acid: a new ursolic acid congener from Omphalocarpum elatum Miers (Sapotaceae).. Zeitschrift fur Naturforschung. C, Journal of biosciences,2014, 69(7-8), 276-282. [View] [PubMed]
- Ngounou FN, Lontsi D, et al. (1990). Myrianthiphyllin, The First Lignan Cinnamate from Myrianthus arboreus.. Planta medica,1990, 56(2), 227-229. [View] [PubMed]
- Fru C, Sandjo L, et al. (2013). Omphalocarpoidone, a new lanostane-type furano-spiro-γ-lactone from the wood of Tridesmostemon omphalocarpoides Engl. (Sapotaceae). Phytochemistry Letters, 2013, 6(4), 676-680. [View]
Pubchem:
73193
Cas:
13850-16-3
Gnps:
CCMSLIB00006501244
Zinc:
ZINC000043574732
Chebi:
70682
Nmrshiftdb2:
60022815
Metabolights:
MTBLC70682
Chembl:
CHEMBL239077
CPRiL:
13976
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 488.71 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.52
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.81
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.63
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.19
- Plasma Protein Binding
- 88.94
- 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
- 2.48
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.0
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.13
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 3.95
- 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
- -179.85
- Rat (Acute)
- 2.65
- Rat (Chronic Oral)
- 2.41
- Fathead Minnow
- 3.89
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 492.45
- Hydration Free Energy
- -3.02
- Log(D) at pH=7.4
- 3.24
- Log(P)
- 4.81
- Log S
- -5.04
- Log(Vapor Pressure)
- -10.12
- Melting Point
- 233.27
- pKa Acid
- 4.71
- pKa Basic
- 8.21
No predicted protein targets found for this compound.