3-O-beta-D-xylopyranosyl-24-O-beta-D-glucopyranosyl-20,25-epoxycycloartane-3beta,6alpha,16beta,24alpha-tetrol - Compound Card

3-O-beta-D-xylopyranosyl-24-O-beta-D-glucopyranosyl-20,25-epoxycycloartane-3beta,6alpha,16beta,24alpha-tetrol

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3-O-beta-D-xylopyranosyl-24-O-beta-D-glucopyranosyl-20,25-epoxycycloartane-3beta,6alpha,16beta,24alpha-tetrol

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Terpene

Canonical Smiles	OC[C@@H]1O[C@H](O[C@H]2CC[C@](OC2(C)C)(C)C2[C@@H](O)C[C@@]3([C@]2(C)CC[C@@]24C3C[C@@H](C3[C@]4(C2)CC[C@@H](C3(C)C)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C41H68O14/c1-35(2)24(53-33-29(49)26(46)21(45)17-51-33)9-11-41-18-40(41)13-12-37(5)32(20(44)15-38(37,6)23(40)14-19(43)31(35)41)39(7)10-8-25(36(3,4)55-39)54-34-30(50)28(48)27(47)22(16-42)52-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20-,21+,22-,23?,24-,25-,26-,27-,28+,29+,30-,31?,32?,33-,34+,37+,38-,39+,40-,41+/m0/s1
InChIKey	LJFAVXHGFRUMAZ-BXWYJKJWSA-N
Formula	C₄₁H₆₈O₁₄
HBA	14
HBD	9
MW	784.98
Rotatable Bonds	6
TPSA	228.22
LogP	0.72
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	55
Formal Charge	0
Fraction CSP3	1.0
Exact Mass	784.46
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Astragalus caprinus	Leguminosae/Fabaceae	Plantae	1042474

Showing of synonyms

Peroni E, Fernández RF, et al. (2016). Natural Triterpene Glycosides for Antibody Recognition. Planta Medica Letters 2016; 3(01): e2-e7. [View]

No compound-protein relationship available.

SMILES: O1CCCCC1OC(CC2)CC(C2(C345)C3)CCC4C6C(CC5)C(CC6)C7CCC(CO7)OC8CCCCO8

Level: 3

Mol. Weight: 784.98 g/mol

SMILES: O1CCCCC1OC(CC2)CC(C2(C345)C3)CCC4C6C(CC5)C(CC6)C7CCCCO7

Level: 2

Mol. Weight: 784.98 g/mol

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)C(CC5)C6CCC(CO6)OC7CCCCO7

Level: 2

Mol. Weight: 784.98 g/mol

SMILES: C1CCC(CC2)C1C3CCC(C4(C235)C5)CC(CC4)OC6CCCCO6

Level: 1

Mol. Weight: 784.98 g/mol

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)C(CC5)C6CCCCO6

Level: 1

Mol. Weight: 784.98 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 784.98 g/mol

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 784.98 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 784.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.34
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 14.310
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 2628.23

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.690
Plasma Protein Binding: 94.58
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: 0.100
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 534001.150
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 3.470
Log(P): 1.83
Log S: -3.1
Log(Vapor Pressure): -17454.59
Melting Point: 261.27
pKa Acid: -77.3
pKa Basic: 6.49

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7311
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7068