2alpha,19alpha,24-trihydroxy-3-oxoolean-12-en-28-oic acid - Compound Card

2alpha,19alpha,24-trihydroxy-3-oxoolean-12-en-28-oic acid

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2alpha,19alpha,24-trihydroxy-3-oxoolean-12-en-28-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Pentacyclic Triterpenoid
Canonical Smiles OC[C@@]1(C)C(=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](O)C(CC1)(C)C)C(=O)O)C)C
InChI InChI=1S/C30H46O6/c1-25(2)11-13-30(24(35)36)14-12-28(5)17(21(30)23(25)34)7-8-20-26(3)15-18(32)22(33)27(4,16-31)19(26)9-10-29(20,28)6/h7,18-21,23,31-32,34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20-,21-,23+,26+,27-,28-,29-,30+/m1/s1
InChIKey LQLFLMUUMZHKFV-QOWVZFTCSA-N
Formula C30H46O6
HBA 5
HBD 4
MW 502.69
Rotatable Bonds 2
TPSA 115.06
LogP 4.36
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 502.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia ivorensis Combretaceae Plantae 578550

Showing of synonyms

  • Ponou BK, Teponno RB, et al. (2011). Novel 3-oxo- and 3,24-dinor-2,4-secooleanane-type triterpenes from Terminalia ivorensis A. Chev.. Chemistry & biodiversity,2011, 8(7), 1301-1309. [View] [PubMed]
Pubchem: 53393002

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(=O)CC5

Level: 0

Mol. Weight: 502.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.85
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.2
Plasma Protein Binding
88.6
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
2.81
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.47
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.03
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.83
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
Toxic
T. Pyriformis
-317.3
Rat (Acute)
2.64
Rat (Chronic Oral)
2.74
Fathead Minnow
3.93
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
505.1
Hydration Free Energy
-2.97
Log(D) at pH=7.4
2.73
Log(P)
3.75
Log S
-4.61
Log(Vapor Pressure)
-10.45
Melting Point
267.26
pKa Acid
4.23
pKa Basic
6.88

No predicted protein targets found for this compound.

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