3beta-acetyl-11alpha,28-dihydroxy-16-oxo-12-oleanene - Compound Card

3beta-acetyl-11alpha,28-dihydroxy-16-oxo-12-oleanene

Select a section from the left sidebar

3beta-acetyl-11alpha,28-dihydroxy-16-oxo-12-oleanene

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles OC[C@@]12CCC(C[C@H]2[C@@]2([C@](CC1=O)(C)[C@]1(C)CC[C@@H]3[C@](C1[C@@H](C2)O)(C)CC[C@@H](C3(C)C)OC(=O)C)C)(C)C
InChI InChI=1S/C33H54O5/c1-20(35)38-25-11-12-29(6)22(28(25,4)5)10-13-30(7)26(29)21(36)16-31(8)23-17-27(2,3)14-15-33(23,19-34)24(37)18-32(30,31)9/h21-23,25-26,34,36H,10-19H2,1-9H3/t21-,22+,23+,25+,26?,29+,30-,31-,32+,33-/m1/s1
InChIKey SDTWVLAVAFZUJC-AQKOSRGESA-N
Formula C33H54O5
HBA 5
HBD 2
MW 530.79
Rotatable Bonds 2
TPSA 83.83
LogP 6.33
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 530.4
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(C12)C3C(CC2=O)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 530.79 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.49
Plasma Protein Binding
91.99
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
6.36
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.22
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.92
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.56
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
-599.49
Rat (Acute)
2.33
Rat (Chronic Oral)
2.04
Fathead Minnow
3.78
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
487.87
Hydration Free Energy
-2.99
Log(D) at pH=7.4
5.89
Log(P)
5.7
Log S
-6.26
Log(Vapor Pressure)
-9.04
Melting Point
264.84
pKa Acid
8.93
pKa Basic
6.44

No predicted protein targets found for this compound.

Download SDF