3-O-[beta-D-xylopyranosyl-(1⟶4)-beta-D-galactopyranosyl]-oleanolic acid - Compound Card

3-O-[beta-D-xylopyranosyl-(1⟶4)-beta-D-galactopyranosyl]-oleanolic acid

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3-O-[beta-D-xylopyranosyl-(1⟶4)-beta-D-galactopyranosyl]-oleanolic acid

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene Glycoside

Canonical Smiles	OCC1OC(O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C)C)C)C(C(C1OC1OCC(C(C1O)O)O)O)O
InChI	InChI=1S/C41H68O10/c1-36(2)15-16-38(5)17-18-40(7)22(23(38)19-36)9-10-27-39(6)13-12-28(37(3,4)26(39)11-14-41(27,40)8)50-35-32(47)30(45)33(25(20-42)49-35)51-34-31(46)29(44)24(43)21-48-34/h9,23-35,42-47H,10-21H2,1-8H3/t23?,24?,25?,26?,27?,28-,29?,30?,31?,32?,33?,34?,35?,38+,39-,40+,41+/m0/s1
InChIKey	JVOAIISODJZZQY-HHEGRRLYSA-N
Formula	C₄₁H₆₈O₁₀
HBA	10
HBD	6
MW	720.99
Rotatable Bonds	5
TPSA	158.3
LogP	4.46
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	51
Formal Charge	0
Fraction CSP3	0.95
Exact Mass	720.48
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Acacia polyacantha	Leguminosae/Fabaceae	Plantae	875646
2	Acacia polyacantha	Leguminosae/Fabaceae	Plantae	875646

Showing of synonyms

Mambe FT, Na-Iya J, et al. (2019). Antibacterial and Antibiotic Modifying Potential of Crude Extracts, Fractions, and Compounds from Acacia polyacantha Willd. against MDR Gram-Negative Bacteria.. Evidence-based complementary and alternative medicine : eCAM,2019, 2019, 7507549. [View] [PubMed]
Ashu FA, Na-Iya J, et al. (2020). Antistaphylococcal Activity of Extracts, Fractions, and Compounds of Acacia polyacantha Wild (Fabaceae).. Evidence-based complementary and alternative medicine : eCAM,2020, 2020, 2654247. [View] [PubMed]

No compound-protein relationship available.

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 720.99 g/mol

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

Level: 1

Mol. Weight: 720.99 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 720.99 g/mol

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

Level: 0

Mol. Weight: 720.99 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 720.99 g/mol

Antistaphylococcal

Absorption

Caco-2 (logPapp): -5.92
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.34
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 302.57

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.0
Plasma Protein Binding: 63.72
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: 1.2
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 59403.65
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 5.17
Log(P): 5.66
Log S: -4.07
Log(Vapor Pressure): -1893.74
Melting Point: 232.94
pKa Acid: 3.22
pKa Basic: 7.6

No predicted protein targets found for this compound.