3beta,28-di-O-acetyl-16alpha-hydroxy-12-oleanene - Compound Card

3beta,28-di-O-acetyl-16alpha-hydroxy-12-oleanene

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3beta,28-di-O-acetyl-16alpha-hydroxy-12-oleanene

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=O)OC[C@@]12CCC(C[C@H]2[C@@]2([C@](C[C@H]1O)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)C)C)(C)C
InChI InChI=1S/C35H58O5/c1-22(36)39-21-35-18-17-29(3,4)19-26(35)33(9)16-12-25-31(7)14-13-28(40-23(2)37)30(5,6)24(31)11-15-32(25,8)34(33,10)20-27(35)38/h24-28,38H,11-21H2,1-10H3/t24-,25+,26-,27+,28-,31-,32+,33+,34-,35+/m0/s1
InChIKey FMMLSWOMZWCLKN-GBFNNTMHSA-N
Formula C35H58O5
HBA 5
HBD 1
MW 558.84
Rotatable Bonds 3
TPSA 72.83
LogP 7.72
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 558.43
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]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(C2C34)CCC3C5C(CC4)CCCC5

Level: 0

Mol. Weight: 558.84 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.96
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.82
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.44

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.75
Plasma Protein Binding
95.85
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
5.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.81
Liver Injury II
Safe
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
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1526.34
Rat (Acute)
1.81
Rat (Chronic Oral)
1.74
Fathead Minnow
5.95
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
490.0
Hydration Free Energy
-2.87
Log(D) at pH=7.4
6.4
Log(P)
7.15
Log S
-7.01
Log(Vapor Pressure)
-8.64
Melting Point
244.5
pKa Acid
11.45
pKa Basic
7.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8394
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8394
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8024
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8024
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7488
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7488
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7067
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7067

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