3beta-acetoxy-olean-18-ene-2alpha-ol - Compound Card

3beta-acetoxy-olean-18-ene-2alpha-ol

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3beta-acetoxy-olean-18-ene-2alpha-ol

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles CC(=O)O[C@H]1[C@H](O)C[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1(C2=CC(C)(C)CC1)C)C)C
InChI InChI=1S/C32H52O3/c1-20(33)35-26-23(34)19-30(7)24(28(26,4)5)12-13-32(9)25(30)11-10-21-22-18-27(2,3)14-15-29(22,6)16-17-31(21,32)8/h18,21,23-26,34H,10-17,19H2,1-9H3/t21-,23-,24+,25-,26+,29-,30+,31-,32-/m1/s1
InChIKey QTGIWICFDDZCQV-JVYACMNSSA-N
Formula C32H52O3
HBA 3
HBD 1
MW 484.77
Rotatable Bonds 1
TPSA 46.53
LogP 7.71
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 484.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Salvia barrelieri Lamiaceae Plantae 2886697

Showing of synonyms

  • Lehbili M, Alabdul Magid A, et al. (2018). Antibacterial, antioxidant and cytotoxic activities of triterpenes and flavonoids from the aerial parts of Salvia barrelieri Etl.. Natural product research, 2018, 32(22), 2683-2691. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC2CCC(C3C=12)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 484.77 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.64
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.76
Plasma Protein Binding
89.59
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
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
6.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.5
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.38
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.81
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
-167.96
Rat (Acute)
2.59
Rat (Chronic Oral)
1.47
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
450.95
Hydration Free Energy
-2.63
Log(D) at pH=7.4
6.71
Log(P)
7.84
Log S
-7.2
Log(Vapor Pressure)
-7.97
Melting Point
243.56
pKa Acid
11.14
pKa Basic
6.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7230

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