3-O-alpha-L-rhamnopyranosyl-(1→4)-[beta-D-galactopyranosyl-(1→2)-] beta-D-glucuronopyranosyl oleanolic acid - Compound Card

3-O-alpha-L-rhamnopyranosyl-(1→4)-[beta-D-galactopyranosyl-(1→2)-] beta-D-glucuronopyranosyl oleanolic acid

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3-O-alpha-L-rhamnopyranosyl-(1→4)-[beta-D-galactopyranosyl-(1→2)-] beta-D-glucuronopyranosyl oleanolic acid

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

Canonical Smiles	OCC1O[C@@](O)(O[C@@H]2[C@@H](OC([C@H](C2O)OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)C(=O)O)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@H](C([C@H]1O)O)O
InChI	InChI=1S/C48H76O19/c1-21-28(50)30(52)32(54)39(62-21)64-34-33(55)35(67-48(61)37(56)31(53)29(51)24(20-49)66-48)40(65-36(34)38(57)58)63-27-12-13-44(6)25(43(27,4)5)11-14-46(8)26(44)10-9-22-23-19-42(2,3)15-17-47(23,41(59)60)18-16-45(22,46)7/h9,21,23-37,39-40,49-56,61H,10-20H2,1-8H3,(H,57,58)(H,59,60)/t21-,23+,24?,25?,26?,27+,28-,29+,30+,31?,32+,33?,34+,35+,36?,37+,39?,40-,44+,45-,46-,47+,48-/m1/s1
InChIKey	YOVCTHBCLYWOQS-LBCBXZHBSA-N
Formula	C₄₈H₇₆O₁₉
HBA	17
HBD	11
MW	957.12
Rotatable Bonds	9
TPSA	312.05
LogP	1.15
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	956.5
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: 162918367

Nmrshiftdb2: 70032118

No compound-protein relationship available.

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8

Level: 3

Mol. Weight: 957.12 g/mol

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

Level: 2

Mol. Weight: 957.12 g/mol

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

Level: 2

Mol. Weight: 957.12 g/mol

SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 957.12 g/mol

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

Level: 1

Mol. Weight: 957.12 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 957.12 g/mol

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

Level: 0

Mol. Weight: 957.12 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 957.12 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.15
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3318.99
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 434701.7

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.04
Plasma Protein Binding: 86.09
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: 0.32
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 88730568.69
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -34.58
Log(P): 2.78
Log S: -2.26
Log(Vapor Pressure): -2921738.76
Melting Point: 219.0
pKa Acid: -21216.77
pKa Basic: -134.51

No predicted protein targets found for this compound.