3beta-hydroxyurs-12-en-28-oic acid 3-O-[beta-D-galactopyranosyl-(1→2’)]-beta-D-glucuronopyranoside - Compound Card

3beta-hydroxyurs-12-en-28-oic acid 3-O-[beta-D-galactopyranosyl-(1→2’)]-beta-D-glucuronopyranoside

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3beta-hydroxyurs-12-en-28-oic acid 3-O-[beta-D-galactopyranosyl-(1→2’)]-beta-D-glucuronopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Araliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ursane-Type Triterpene Glycoside
Canonical Smiles OCC1O[C@@](O)(OC2C(OC(C(C2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3[C@@H](C)[C@H](C)CC2)C(=O)O)C)C)[C@H](C([C@H]1O)O)O
InChI InChI=1S/C42H66O15/c1-19-10-15-41(36(51)52)17-16-39(6)21(26(41)20(19)2)8-9-24-38(5)13-12-25(37(3,4)23(38)11-14-40(24,39)7)54-35-32(29(46)28(45)31(55-35)34(49)50)57-42(53)33(48)30(47)27(44)22(18-43)56-42/h8,19-20,22-33,35,43-48,53H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,22?,23+,24-,25+,26+,27+,28?,29?,30?,31?,32?,33+,35?,38+,39-,40-,41+,42-/m1/s1
InChIKey DKHMSXODSSWTQA-QJFRZKMWSA-N
Formula C42H66O15
HBA 13
HBD 9
MW 810.98
Rotatable Bonds 7
TPSA 253.13
LogP 2.15
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 57
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 810.44
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Schefflera actinophylla Araliaceae Plantae 52501

Showing of synonyms

  • Wanas AS, Matsunami K, et al. (2010). Triterpene glycosides and glucosyl esters, and a triterpene from the leaves of Schefflera actinophylla. Chemical and Pharmaceutical Bulletin,2010,58(12),1596-1601. [View] [PubMed]
Pubchem: 162817488
Nmrshiftdb2: 70089210

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 810.98 g/mol

Structure

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

Level: 1

Mol. Weight: 810.98 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 810.98 g/mol

Structure

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

Level: 0

Mol. Weight: 810.98 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 810.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.15
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
25.34
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
4205.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.03
Plasma Protein Binding
89.04
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
0.52
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-102.02
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.19
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.39
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
-7629829.52
Rat (Acute)
2.71
Rat (Chronic Oral)
3.97
Fathead Minnow
9636.16
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
853789.92
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.86
Log(P)
3.34
Log S
-2.51
Log(Vapor Pressure)
-28014.47
Melting Point
218.1
pKa Acid
-165.47
pKa Basic
10.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7526
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7526
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7311
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7311

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