3-oxo-12beta-hydroxy-oleanan-28,13beta-olide - Compound Card

3-oxo-12beta-hydroxy-oleanan-28,13beta-olide

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3-oxo-12beta-hydroxy-oleanan-28,13beta-olide

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O[C@@H]1C[C@@H]2[C@@]3(C)CCC(=O)C([C@@H]3CC[C@]2([C@]2([C@@]31OC(=O)[C@]1([C@@]3(C)CC(C)(C)CC1)CC2)C)C)(C)C
InChI InChI=1S/C31H48O4/c1-24(2)13-15-30-16-14-28(7)27(6)12-9-19-25(3,4)21(32)10-11-26(19,5)20(27)17-22(33)31(28,35-23(30)34)29(30,8)18-24/h19-20,22,33H,9-18H2,1-8H3/t19-,20+,22+,26-,27+,28-,29+,30+,31+/m0/s1
InChIKey WRHWCTVLJBMDRR-QGYHUXHNSA-N
Formula C31H48O4
HBA 4
HBD 1
MW 484.72
Rotatable Bonds 0
TPSA 63.6
LogP 6.48
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 484.36
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ekebergia capensis Meliaceae Plantae 124949

Showing of synonyms

  • Irungu BN, Orwa JA, et al. (2014). Constituents of the roots and leaves of Ekebergia capensis and their potential antiplasmodial and cytotoxic activities.. Molecules,2014,19(9),14235-14246. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CC(=O)CC6

Level: 0

Mol. Weight: 484.72 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.62
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.52
Plasma Protein Binding
96.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.93
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.5
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.75
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-217.41
Rat (Acute)
2.04
Rat (Chronic Oral)
1.89
Fathead Minnow
3.85
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
477.56
Hydration Free Energy
-2.83
Log(D) at pH=7.4
6.06
Log(P)
6.09
Log S
-6.26
Log(Vapor Pressure)
-8.29
Melting Point
275.83
pKa Acid
8.73
pKa Basic
6.45

No predicted protein targets found for this compound.

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