3beta,11alpha,16alpha,28-tetrahydroxy-12-oleanene - Compound Card

3beta,11alpha,16alpha,28-tetrahydroxy-12-oleanene

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3beta,11alpha,16alpha,28-tetrahydroxy-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@](C[C@H]1O)(C)[C@]1(C)CC[C@@H]3[C@](C1[C@@H](C2)O)(C)CC[C@@H](C3(C)C)O)C)(C)C
InChI InChI=1S/C31H54O4/c1-25(2)13-14-31(18-32)21(16-25)29(7)15-19(33)24-27(5)11-10-22(34)26(3,4)20(27)9-12-28(24,6)30(29,8)17-23(31)35/h19-24,32-35H,9-18H2,1-8H3/t19-,20+,21+,22+,23-,24?,27+,28-,29-,30+,31-/m1/s1
InChIKey IMHIVIMYMMMOMN-URKWMJLKSA-N
Formula C31H54O4
HBA 4
HBD 4
MW 490.77
Rotatable Bonds 1
TPSA 80.92
LogP 5.55
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 490.4
Number of Lipinski Rule Violations 1
# 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: 490.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.07
Plasma Protein Binding
86.7
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
9.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.81
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.68
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.01
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
-163.69
Rat (Acute)
2.78
Rat (Chronic Oral)
2.22
Fathead Minnow
3.71
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
442.93
Hydration Free Energy
-2.69
Log(D) at pH=7.4
5.42
Log(P)
5.78
Log S
-5.55
Log(Vapor Pressure)
-9.26
Melting Point
285.42
pKa Acid
9.94
pKa Basic
8.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8842
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8842
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8098
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8098
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7726
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7726
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7275
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7275
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7204
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7204
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7158
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7158
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7070
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7070

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