3-O-alpha-D-fucopyranosyl-(1→2)-beta-D-glucopyranosyl-(1→3)-beta-D- arabinopyranosyljujubogenin - Compound Card

3-O-alpha-D-fucopyranosyl-(1→2)-beta-D-glucopyranosyl-(1→3)-beta-D- arabinopyranosyljujubogenin

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3-O-alpha-D-fucopyranosyl-(1→2)-beta-D-glucopyranosyl-(1→3)-beta-D- arabinopyranosyljujubogenin

Family: Plantae - Rhamnaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Saponin Glycoside

Canonical Smiles	OCC1OC(OC2C(O)COC(C2OC2OC(C)C(C(C2O)O)O)O[C@@H]2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CCC3[C@@]42CO[C@]2(C4)C3[C@@](C)(O)C[C@@H](O2)C=C(C)C)C)C)C(C(C1O)O)O
InChI	InChI=1S/C47H76O17/c1-21(2)15-23-16-45(8,56)38-24-9-10-28-43(6)13-12-29(42(4,5)27(43)11-14-44(28,7)46(24)19-47(38,64-23)58-20-46)61-41-37(63-39-34(54)32(52)30(50)22(3)59-39)36(25(49)18-57-41)62-40-35(55)33(53)31(51)26(17-48)60-40/h15,22-41,48-56H,9-14,16-20H2,1-8H3/t22?,23-,24?,25?,26?,27?,28?,29+,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,43-,44+,45-,46-,47-/m0/s1
InChIKey	WLTXBTSNYDYARD-SDEHKJPXSA-N
Formula	C₄₇H₇₆O₁₇
HBA	17
HBD	9
MW	913.11
Rotatable Bonds	8
TPSA	255.91
LogP	0.99
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	64
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	912.51
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ziziphus spina-christi	Rhamnaceae	Plantae	264981
2	Zizyphus spina-christi	Rhamnaceae	Plantae	264981

Showing of synonyms

el-Din Hussein Mahran G, Glombitza K.W, et al. (1996). Novel Saponins from Zizyphus spina-christi Growing in Egypt. Planta medica, 1996, 62(2), 163-5. [View] [PubMed]
Mahran G, Glombitza K, et al. (1993). Saponins of Zizyphus spina-christi Growing in Egypt. Planta Medica, 1993, 59(S 1), A612-A613. [View]

No compound-protein relationship available.

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 3

Mol. Weight: 913.11 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 913.11 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC(OCC7)CC7OC8CCCCO8

Level: 2

Mol. Weight: 913.11 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 913.11 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCC(C6)OC7CCCCO7

Level: 1

Mol. Weight: 913.11 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 913.11 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 913.11 g/mol

SMILES: C1CCOC(C2)(OC3)C1C(C234)CCC5C4CCC6C5CCCC6

Level: 0

Mol. Weight: 913.11 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 913.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.38
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1803.25
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 236473.29

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.76
Plasma Protein Binding: 47.51
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: 1.3
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 48268383.22
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -10.26
Log(P): 3.18
Log S: -3.01
Log(Vapor Pressure): -1589332.82
Melting Point: 223.31
pKa Acid: -11497.89
pKa Basic: -66.68

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7201