26-O-beta-D-glucopyranosyl (25S)-furosta-5,20(22)-diene 1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside - Compound Card

26-O-beta-D-glucopyranosyl (25S)-furosta-5,20(22)-diene 1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside

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26-O-beta-D-glucopyranosyl (25S)-furosta-5,20(22)-diene 1beta,3beta,26-triol 1-O-alpha-L-rhamnopyranosyl-(1→2)-4-O-acetyl-beta-D-fucopyranoside

Family: Plantae - Ruscaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Steroidal Saponin

Canonical Smiles	OC[C@@H]1OC(OC[C@H](CCC2=C(C)[C@H]3[C@@H](O2)C[C@@H]2[C@]3(C)CC[C@H]3[C@H]2CC=C2[C@]3(C)[C@@H](C[C@@H](C2)O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)OC(=O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C47H74O18/c1-19(18-58-43-38(55)37(54)35(52)31(17-48)63-43)8-11-29-20(2)33-30(62-29)16-28-26-10-9-24-14-25(50)15-32(47(24,7)27(26)12-13-46(28,33)6)64-45-42(40(57)41(22(4)60-45)61-23(5)49)65-44-39(56)36(53)34(51)21(3)59-44/h9,19,21-22,25-28,30-45,48,50-57H,8,10-18H2,1-7H3/t19-,21+,22+,25+,26+,27-,28-,30-,31-,32+,33-,34+,35-,36-,37+,38-,39-,40-,41-,42+,43?,44?,45-,46-,47-/m0/s1
InChIKey	DGRSJKLUSQCHTO-DZQLTHTKSA-N
Formula	C₄₇H₇₄O₁₈
HBA	18
HBD	9
MW	927.09
Rotatable Bonds	12
TPSA	272.98
LogP	0.69
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	65
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	926.49
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Beaucarnea recurvata	Ruscaceae	Plantae	39519

Showing of synonyms

Eskander J, Lavaud C, et al. (2011). Steroidal saponins from the leaves of Beaucarnea recurvata. Phytochemistry, 2011, 72(9), 946-51. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCCCCC(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 927.09 g/mol

SMILES: O1CCCCC1OCCCCC(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6OC7CCCCO7

Level: 2

Mol. Weight: 927.09 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 927.09 g/mol

SMILES: O1CCCCC1OCCCCC(=C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6

Level: 1

Mol. Weight: 927.09 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC6CCCCO6

Level: 1

Mol. Weight: 927.09 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 927.09 g/mol

SMILES: C1=COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5

Level: 0

Mol. Weight: 927.09 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 927.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.27
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 3110.6
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 407295.65

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.78
Plasma Protein Binding: 90.97
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: 2.51
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 83138347.81
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -27.18
Log(P): 1.89
Log S: -3.23
Log(Vapor Pressure): -2737540.06
Melting Point: 251.66
pKa Acid: -19857.23
pKa Basic: -136.17

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.8460