3-O-[beta-D-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid - Compound Card

3-O-[beta-D-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid

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3-O-[beta-D-glucopyranosyl-(1→3)]-[beta-D-glucopyranosyl-(1→2)]-alpha-L-arabinopyranosyl echinocystic acid

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

Canonical Smiles	OCC1O[C@@H](O[C@@H]2[C@@H](OC[C@@H](C2O[C@@H]2OC(CO)[C@H](C([C@@H]2O)O)O)O)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)O)C)C)[C@H](C([C@@H]1O)O)O
InChI	InChI=1S/C47H76O18/c1-42(2)14-15-47(41(58)59)22(16-42)21-8-9-27-44(5)12-11-29(43(3,4)26(44)10-13-45(27,6)46(21,7)17-28(47)51)63-40-37(65-39-35(57)33(55)31(53)25(19-49)62-39)36(23(50)20-60-40)64-38-34(56)32(54)30(52)24(18-48)61-38/h8,22-40,48-57H,9-20H2,1-7H3,(H,58,59)/t22-,23-,24?,25?,26?,27?,28+,29-,30+,31+,32?,33?,34-,35-,36?,37-,38-,39-,40-,44-,45+,46+,47+/m0/s1
InChIKey	XDBPYWDBIKBHLY-PWRSIQNESA-N
Formula	C₄₇H₇₆O₁₈
HBA	17
HBD	11
MW	929.11
Rotatable Bonds	9
TPSA	294.98
LogP	0.32
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	65
Formal Charge	0
Fraction CSP3	0.94
Exact Mass	928.5
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dizygotheca kerchoveana	Araliaceae	Plantae	—

Showing of synonyms

Melek FR, Miyase T, et al. (2004). Saponins and acylated saponins from Dizygotheca kerchoveana. Phytochemistry,2004,65(23),3089-3095. [View] [PubMed]

Pubchem: 163004240

No compound-protein relationship available.

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

Level: 3

Mol. Weight: 929.11 g/mol

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

Level: 2

Mol. Weight: 929.11 g/mol

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

Level: 2

Mol. Weight: 929.11 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 929.11 g/mol

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

Level: 1

Mol. Weight: 929.11 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 929.11 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 929.11 g/mol

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

Level: 0

Mol. Weight: 929.11 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 929.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.32
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1706.32
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 223860.83

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.89
Plasma Protein Binding: 76.86
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: 1.04
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 45692561.27
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -9.99
Log(P): 2.19
Log S: -2.61
Log(Vapor Pressure): -1504482.41
Melting Point: 260.35
pKa Acid: -10884.32
pKa Basic: -58.75

No predicted protein targets found for this compound.