3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-akebonic acid 28-O-beta-D-glucopyranoside - Compound Card

3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-akebonic acid 28-O-beta-D-glucopyranoside

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3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-akebonic acid 28-O-beta-D-glucopyranoside

Family: Plantae - Chenopodiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene Glycoside

Canonical Smiles	OC[C@@H]1O[C@H](OC(=O)[C@@]23CCC(=C)CC3C3=CCC4[C@@]([C@@]3(CC2)C)(C)CCC2[C@]4(C)CC[C@@H](C2(C)C)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]2O)OC2OC[C@@H]([C@H]([C@@H]2O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C46H70O18/c1-20-9-14-46(41(58)64-39-32(53)30(51)29(50)24(18-47)60-39)16-15-44(5)21(22(46)17-20)7-8-26-43(4)12-11-27(42(2,3)25(43)10-13-45(26,44)6)61-40-34(55)35(33(54)36(63-40)37(56)57)62-38-31(52)28(49)23(48)19-59-38/h7,22-36,38-40,47-55H,1,8-19H2,2-6H3,(H,56,57)/t22?,23-,24-,25?,26?,27-,28+,29-,30+,31-,32-,33+,34-,35+,36+,38?,39+,40-,43-,44+,45+,46-/m0/s1
InChIKey	BOUDARFVWGDGSN-PVAMVCSVSA-N
Formula	C₄₆H₇₀O₁₈
HBA	17
HBD	10
MW	911.05
Rotatable Bonds	8
TPSA	291.82
LogP	0.4
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	64
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	910.46
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Salsola imbricata	Chenopodiaceae	Plantae	1194693

Showing of synonyms

Hamed AI, Masullo M, et al. (2011). Triterpene saponins from Salsola imbricata. Phytochemistry Letters,2011,4(3),353-356. [View]

Pubchem: 162882184

Nmrshiftdb2: 70052232

No compound-protein relationship available.

SMILES: O1CCCCC1OC(=O)C23C(CC(=C)CC2)C=4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 911.05 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CC(=C)CC2)C=4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 911.05 g/mol

SMILES: C1CC(=C)CC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 911.05 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CC(=C)CC2)C=4C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 911.05 g/mol

SMILES: C1CC(=C)CC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 911.05 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 911.05 g/mol

SMILES: C1CC(=C)CC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 911.05 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 911.05 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: 1294.070
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 169975.44

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.940
Plasma Protein Binding: 90.41
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: 1.090
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 34692837.940
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -4.930
Log(P): 1.97
Log S: -2.8
Log(Vapor Pressure): -1142275.0
Melting Point: 285.72
pKa Acid: -8246.84
pKa Basic: -35.81

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8237
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8237