24-hydroxyolean-12-en-3-beta-yl-beta-D-glucopyranoside - Compound Card

24-hydroxyolean-12-en-3-beta-yl-beta-D-glucopyranoside

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24-hydroxyolean-12-en-3-beta-yl-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Mimosaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@@H]1O[C@H](O[C@H]2CC[C@]3([C@H]([C@@]2(C)CO)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C36H60O7/c1-31(2)14-15-32(3)16-17-35(6)21(22(32)18-31)8-9-25-33(4)12-11-26(34(5,20-38)24(33)10-13-36(25,35)7)43-30-29(41)28(40)27(39)23(19-37)42-30/h8,22-30,37-41H,9-20H2,1-7H3/t22-,23-,24+,25+,26-,27-,28+,29-,30+,32+,33-,34+,35+,36+/m0/s1
InChIKey YBKTWTRIJGXMAU-CPZAGVSBSA-N
Formula C36H60O7
HBA 7
HBD 5
MW 604.87
Rotatable Bonds 4
TPSA 119.61
LogP 4.97
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 604.43
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cylicodiscus gabunensis Mimosaceae Plantae 204972

Showing of synonyms

  • Mkounga P, Tiabou AT, et al. (2010). Triterpenoid derivatives from Cylicodiscus gabunensis.. Chemical & pharmaceutical bulletin,2010, 58(8), 1100-1102. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 604.87 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 604.87 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 604.87 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.41
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.080
Plasma Protein Binding
104.31
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
1.530
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.120
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.230
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.860
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-11769.140
Rat (Acute)
3.510
Rat (Chronic Oral)
3.180
Fathead Minnow
27.570
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
382.960
Hydration Free Energy
-2.930
Log(D) at pH=7.4
5.380
Log(P)
5.68
Log S
-4.69
Log(Vapor Pressure)
-15.22
Melting Point
236.06
pKa Acid
7.77
pKa Basic
7.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7037

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