3-O-[beta-D-apiofuranosyl-(1→4)-beta-D-glucuronopyranosyl]oleanolic acid 28-O-beta-D-glucopyranosyl ester - Compound Card

3-O-[beta-D-apiofuranosyl-(1→4)-beta-D-glucuronopyranosyl]oleanolic acid 28-O-beta-D-glucopyranosyl ester

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3-O-[beta-D-apiofuranosyl-(1→4)-beta-D-glucuronopyranosyl]oleanolic acid 28-O-beta-D-glucopyranosyl ester

Family: Plantae - Araliaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Oleanane-Type Saponin

Canonical Smiles	OCC1O[C@@](O)(OC(=O)[C@]23CC[C@@]4(C(=CCC5[C@@]4(C)CCC4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4OC(C(=O)O)[C@H](C([C@@H]4O)O)OC4OC([C@@H](C4(O)CO)O)O)[C@@H]3CC(CC2)(C)C)C)[C@H](C([C@@H]1O)O)O
InChI	InChI=1S/C47H74O20/c1-40(2)14-16-45(38(59)67-47(61)33(54)29(52)27(50)23(19-48)66-47)17-15-43(6)21(22(45)18-40)8-9-25-42(5)12-11-26(41(3,4)24(42)10-13-44(25,43)7)62-37-30(53)28(51)31(32(63-37)35(56)57)64-39-46(60,20-49)34(55)36(58)65-39/h8,22-34,36-37,39,48-55,58,60-61H,9-20H2,1-7H3,(H,56,57)/t22-,23?,24?,25?,26-,27+,28?,29?,30-,31-,32?,33-,34-,36?,37+,39?,42-,43+,44+,45-,46?,47+/m0/s1
InChIKey	HTRWDRPXGPNFAE-KDNWRJNNSA-N
Formula	C₄₇H₇₄O₂₀
HBA	19
HBD	12
MW	959.09
Rotatable Bonds	9
TPSA	332.28
LogP	-0.49
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	958.48
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Schefflera arboricola	Araliaceae	Plantae	46415

Showing of synonyms

Melek FR, Miyase T, et al. (2003). Triterpenoid saponins from Schefflera arboricola. Phytochemistry,2003,63(4),401-407. [View] [PubMed]

Pubchem: 162817450

Nmrshiftdb2: 70032116

No compound-protein relationship available.

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCO8

Level: 3

Mol. Weight: 959.09 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 959.09 g/mol

SMILES: O1CCCC1OC2CCC(OC2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 959.09 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 959.09 g/mol

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

Level: 1

Mol. Weight: 959.09 g/mol

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 959.09 g/mol

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

Level: 0

Mol. Weight: 959.09 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 959.09 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 959.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.27
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3558.55
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 465983.71

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.91
Plasma Protein Binding: 79.89
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: Non-Inhibitor

Excretion

Clearance: 0.76
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 95116418.2
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -37.69
Log(P): 1.58
Log S: -2.3
Log(Vapor Pressure): -3132016.34
Melting Point: 294.59
pKa Acid: -22741.83
pKa Basic: -152.2

No predicted protein targets found for this compound.