3beta-acetyl-16alpha-hydroxy-13beta,28-epoxyoleanane - Compound Card

3beta-acetyl-16alpha-hydroxy-13beta,28-epoxyoleanane

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3beta-acetyl-16alpha-hydroxy-13beta,28-epoxyoleanane

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@]23[C@@]1(C)C[C@H]([C@@]1([C@H]3CC(C)(C)CC1)CO2)O)C)C
InChI InChI=1S/C32H52O4/c1-20(33)36-25-11-12-28(6)21(27(25,4)5)9-13-29(7)22(28)10-14-32-23-17-26(2,3)15-16-31(23,19-35-32)24(34)18-30(29,32)8/h21-25,34H,9-19H2,1-8H3/t21-,22+,23+,24+,25-,28-,29+,30-,31+,32-/m0/s1
InChIKey RMULYENLFAKEHH-HXWUASAJSA-N
Formula C32H52O4
HBA 4
HBD 1
MW 500.76
Rotatable Bonds 1
TPSA 55.76
LogP 6.92
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 500.39
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Embelia schimperi Myrsinaceae Plantae 2595069

Showing of synonyms

  • Manguro LO, Okwiri SO, et al. (2006). Oleanane-type triterpenes of Embelia schimperi leaves.. Phytochemistry,2006,67(24),2641-2650. [View] [PubMed]
Pubchem: 101426128
Nmrshiftdb2: 60114660

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C123)C4(OC2)C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 500.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.4
Plasma Protein Binding
89.73
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.69
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
-426.55
Rat (Acute)
2.02
Rat (Chronic Oral)
1.76
Fathead Minnow
3.77
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
475.19
Hydration Free Energy
-3.02
Log(D) at pH=7.4
6.45
Log(P)
6.85
Log S
-7.06
Log(Vapor Pressure)
-8.43
Melting Point
245.15
pKa Acid
10.63
pKa Basic
8.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7749
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7749
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7306
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7306
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7252
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7252

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