3-O-[2′,3′-di-O-(beta-d-glucopyranosyl)-beta-d-glucopyranosyl] oleanolic acid - Compound Card

3-O-[2′,3′-di-O-(beta-d-glucopyranosyl)-beta-d-glucopyranosyl] oleanolic acid

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3-O-[2′,3′-di-O-(beta-d-glucopyranosyl)-beta-d-glucopyranosyl] oleanolic acid

Family: Plantae - Rubiaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpenoid Saponin

Canonical Smiles	C(=O)([C@]12CC[C@]3([C@@]4(CC[C@H]5C([C@@H](O[C@H]6[C@H](O[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@H](O7)CO)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@H](O7)CO)[C@H](O)[C@H](O6)CO)CC[C@@]5([C@H]4CC=C3[C@@H]2CC(CC1)(C)C)C)(C)C)C)C)O
InChI	InChI=1S/C48H78O18/c1-43(2)14-16-48(42(59)60)17-15-46(6)22(23(48)18-43)8-9-28-45(5)12-11-29(44(3,4)27(45)10-13-47(28,46)7)64-41-38(66-40-36(58)34(56)31(53)25(20-50)62-40)37(32(54)26(21-51)63-41)65-39-35(57)33(55)30(52)24(19-49)61-39/h8,23-41,49-58H,9-21H2,1-7H3,(H,59,60)/t23-,24+,25+,26+,27-,28+,29-,30+,31+,32+,33-,34-,35+,36+,37-,38+,39-,40-,41-,45-,46+,47+,48-/m0/s1
InChIKey	OGKRHYLZKFTGGO-RWKYVBNUSA-N
Formula	C₄₈H₇₈O₁₈
HBA	17
HBD	11
MW	943.13
Rotatable Bonds	10
TPSA	294.98
LogP	0.71
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	66
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	942.52
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Catunaregam nilotica	Rubiaceae	Plantae	353862

Showing of synonyms

Lemmich E, Cornett C, et al. (1995). Molluscicidal saponins from Catunaregam nilotica. Phytochemistry, 1995, 39(1), 63-8. [View] [PubMed]

Pubchem: 21609765

Zinc: ZINC000253896636

Nmrshiftdb2: 70053338

Chembl: CHEMBL500964

No compound-protein relationship available.

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 3

Mol. Weight: 943.13 g/mol

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

Level: 2

Mol. Weight: 943.13 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 943.13 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 943.13 g/mol

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

Level: 1

Mol. Weight: 943.13 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 943.13 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 943.13 g/mol

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

Level: 0

Mol. Weight: 943.13 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 943.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.3
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 2927.34
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 383446.84

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.9
Plasma Protein Binding: 84.9
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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 0.77
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 78268937.97
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -26.34
Log(P): 2.46
Log S: -2.7
Log(Vapor Pressure): -2577186.77
Melting Point: 224.04
pKa Acid: -18697.89
pKa Basic: -118.09

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7767
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7612