3beta-O-beta-D-glucopyranosyl-(1→2)-beta-D-galactopyranosyl-(1→2)-beta-D-glucuronopyranosyl-oleanolic acid - Compound Card

3beta-O-beta-D-glucopyranosyl-(1→2)-beta-D-galactopyranosyl-(1→2)-beta-D-glucuronopyranosyl-oleanolic acid

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3beta-O-beta-D-glucopyranosyl-(1→2)-beta-D-galactopyranosyl-(1→2)-beta-D-glucuronopyranosyl-oleanolic acid

Family: Plantae - Apiaceae
Kingdom: Plantae
Class: Saponin

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)C(=O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)O)C)C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C48H76O19/c1-43(2)14-16-48(42(60)61)17-15-46(6)21(22(48)18-43)8-9-26-45(5)12-11-27(44(3,4)25(45)10-13-47(26,46)7)64-41-37(33(56)32(55)35(65-41)38(58)59)67-40-36(31(54)29(52)24(20-50)63-40)66-39-34(57)30(53)28(51)23(19-49)62-39/h8,22-37,39-41,49-57H,9-20H2,1-7H3,(H,58,59)(H,60,61)/t22-,23+,24+,25-,26+,27-,28+,29-,30-,31-,32-,33-,34+,35-,36+,37+,39-,40-,41+,45-,46+,47+,48-/m0/s1
InChIKey	PPXSTGDJSPLJCV-TVPPXOBLSA-N
Formula	C₄₈H₇₆O₁₉
HBA	17
HBD	11
MW	957.12
Rotatable Bonds	10
TPSA	312.05
LogP	0.8
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	Ferula hermonis	Apiaceae	Plantae	662815

Showing of synonyms

Ibraheim ZZ, Abdel-Mageed WM, et al. (2012). Triterpenoid saponins from Ferula hermonis Boiss. Biochemical Systematics and Ecology,2012,40,86-90. [View]

Pubchem: 10557839

Zinc: ZINC000255259698

Nmrshiftdb2: 60046131

No compound-protein relationship available.

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCCC7)C7OC8CCCCO8

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: O1CCCCC1OC2C(OCCC2)OC3CCCOC3

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: 4108.820
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 537909.18

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.980
Plasma Protein Binding: 86.12
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: 0.260
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 109799007.780
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -45.180
Log(P): 2.64
Log S: -2.46
Log(Vapor Pressure): -3615468.08
Melting Point: 221.22
pKa Acid: -26269.73
pKa Basic: -179.12

No predicted protein targets found for this compound.