3-O-{beta-D-glucopyranosyl(1→2)-[alpha-L-arabinopyranosyl(1→6)]-beta-D-glucopyranosyl}-oleanolic acid - Compound Card

3-O-{beta-D-glucopyranosyl(1→2)-[alpha-L-arabinopyranosyl(1→6)]-beta-D-glucopyranosyl}-oleanolic acid

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3-O-{beta-D-glucopyranosyl(1→2)-[alpha-L-arabinopyranosyl(1→6)]-beta-D-glucopyranosyl}-oleanolic acid

Family: Plantae - Mimosaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpenoid

Canonical Smiles	OC[C@H]1OC(O[C@H]2C(O[C@@H]([C@H]([C@@H]2O)O)COC2OC[C@H]([C@H]([C@@H]2O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C47H76O17/c1-42(2)14-16-47(41(57)58)17-15-45(6)22(23(47)18-42)8-9-28-44(5)12-11-29(43(3,4)27(44)10-13-46(28,45)7)63-40-37(64-39-36(56)33(53)31(51)25(19-48)61-39)34(54)32(52)26(62-40)21-60-38-35(55)30(50)24(49)20-59-38/h8,23-40,48-56H,9-21H2,1-7H3,(H,57,58)/t23?,24-,25-,26-,27+,28?,29+,30-,31-,32-,33+,34+,35+,36-,37-,38?,39?,40?,44+,45-,46-,47+/m1/s1
InChIKey	NTJJBQYFTZCIAP-FUDGTWGYSA-N
Formula	C₄₇H₇₆O₁₇
HBA	16
HBD	10
MW	913.11
Rotatable Bonds	9
TPSA	274.75
LogP	1.35
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	64
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	912.51
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Albizia gummifera	Mimosaceae	Plantae	1561840

Showing of synonyms

Debella A, Haslinger E, et al. (2000). Triterpenoid saponins and sapogenin lactones from Albizia gummifera.. Phytochemistry,2000,53(8),885-892. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6)C5C(C=67)CCC8C7CCCC8

Level: 3

Mol. Weight: 913.11 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 913.11 g/mol

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

Level: 2

Mol. Weight: 913.11 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 913.11 g/mol

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

Level: 1

Mol. Weight: 913.11 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 913.11 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 913.11 g/mol

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

Level: 0

Mol. Weight: 913.11 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 913.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.26
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1143.51
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 150287.33

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.94
Plasma Protein Binding: 84.69
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: 0.84
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 30674238.47
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -3.17
Log(P): 2.65
Log S: -2.83
Log(Vapor Pressure): -1009944.72
Melting Point: 259.5
pKa Acid: -7284.68
pKa Basic: -23.03

No predicted protein targets found for this compound.