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

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

Canonical Smiles	OC[C@@H]1O[C@H](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)O)C)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C45H72O17/c1-18(17-56-41-38(54)36(52)34(50)29(16-46)60-41)7-10-27-19(2)31-28(59-27)15-26-24-9-8-22-13-23(47)14-30(45(22,6)25(24)11-12-44(26,31)5)61-43-40(37(53)33(49)21(4)58-43)62-42-39(55)35(51)32(48)20(3)57-42/h8,18,20-21,23-26,28-43,46-55H,7,9-17H2,1-6H3/t18-,20+,21+,23+,24+,25-,26-,28-,29-,30+,31-,32+,33-,34-,35-,36+,37-,38-,39-,40+,41-,42?,43-,44-,45-/m0/s1
InChIKey	VWVDNEUWPMTQSL-HLGHZTROSA-N
Formula	C₄₅H₇₂O₁₇
HBA	17
HBD	10
MW	885.05
Rotatable Bonds	11
TPSA	266.91
LogP	0.12
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	62
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	884.48
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: 885.05 g/mol

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

Level: 2

Mol. Weight: 885.05 g/mol

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

Level: 2

Mol. Weight: 885.05 g/mol

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

Level: 1

Mol. Weight: 885.05 g/mol

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

Level: 1

Mol. Weight: 885.05 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 885.05 g/mol

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

Level: 0

Mol. Weight: 885.05 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 885.05 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.46
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 843.570
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 111035.86

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.860
Plasma Protein Binding: 90.11
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.930
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 22662516.190
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.110
Log(P): 1.53
Log S: -2.83
Log(Vapor Pressure): -746093.55
Melting Point: 254.82
pKa Acid: -5352.4
pKa Basic: -9.53

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7423