3-O-[alpha-L-arabinopyranosyl-(1→2)-beta-D-glucopyranosyl]quinovic acid 28-(beta-D-glucopyranosyl) ester - Compound Card

3-O-[alpha-L-arabinopyranosyl-(1→2)-beta-D-glucopyranosyl]quinovic acid 28-(beta-D-glucopyranosyl) ester

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3-O-[alpha-L-arabinopyranosyl-(1→2)-beta-D-glucopyranosyl]quinovic acid 28-(beta-D-glucopyranosyl) ester

Family: Plantae - Zygophyllaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpene Glycoside

Canonical Smiles	OC[C@@H]1O[C@H](O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@]2(CC[C@@]2(C3[C@@H](C)[C@H](C)CC2)C(=O)O[C@H]2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)C(=O)O)C)C)[C@H]([C@@H]([C@H]1O)O)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C47H74O19/c1-20-9-14-46(42(60)66-39-36(57)33(54)31(52)24(17-48)62-39)15-16-47(41(58)59)22(29(46)21(20)2)7-8-27-44(5)12-11-28(43(3,4)26(44)10-13-45(27,47)6)64-40-37(34(55)32(53)25(18-49)63-40)65-38-35(56)30(51)23(50)19-61-38/h7,20-21,23-40,48-57H,8-19H2,1-6H3,(H,58,59)/t20-,21+,23+,24+,25+,26?,27?,28+,29?,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,44+,45-,46+,47-/m1/s1
InChIKey	NZJKKFJPVBBGRY-IXVAZEOSSA-N
Formula	C₄₇H₇₄O₁₉
HBA	18
HBD	11
MW	943.09
Rotatable Bonds	9
TPSA	312.05
LogP	-0.3
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	66
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	942.48
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Zygophyllum geslini	Zygophyllaceae	Plantae	66651

Showing of synonyms

Smati D, Mitaine‐Offer A, et al. (2007). Ursane-Type Triterpene Saponins from Zygophyllum geslini. Helvetica Chimica Acta, 2007,90(4),712-719. [View]

No compound-protein relationship available.

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 943.09 g/mol

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

Level: 2

Mol. Weight: 943.09 g/mol

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

Level: 2

Mol. Weight: 943.09 g/mol

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

Level: 1

Mol. Weight: 943.09 g/mol

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

Level: 1

Mol. Weight: 943.09 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 943.09 g/mol

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

Level: 0

Mol. Weight: 943.09 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 943.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.03
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3428.260
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 448913.66

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.980
Plasma Protein Binding: 85.18
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: 2.190
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 91633444.820
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -34.620
Log(P): 0.71
Log S: -2.81
Log(Vapor Pressure): -3017279.87
Melting Point: 284.37
pKa Acid: -21904.98
pKa Basic: -147.88

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7908