26-O-beta-D-glucopyranosyl (25S)-furosta-5-ene-1beta,3beta,22alpha,26-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→4)-6-O-acetyl-beta-D-glucopyranoside - Compound Card

26-O-beta-D-glucopyranosyl (25S)-furosta-5-ene-1beta,3beta,22alpha,26-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→4)-6-O-acetyl-beta-D-glucopyranoside

Select a section from the left sidebar

26-O-beta-D-glucopyranosyl (25S)-furosta-5-ene-1beta,3beta,22alpha,26-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→4)-6-O-acetyl-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Ruscaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Steroidal Saponin
Canonical Smiles OC[C@@H]1OC(OC[C@H](CC[C@@]2(O)O[C@@H]3C([C@@H]2C)[C@@]2(C(C3)C3CC=C4[C@](C3CC2)(C)[C@@H](C[C@@H](C4)O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O)O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C47H76O20/c1-19(17-61-42-38(56)37(55)34(52)29(16-48)63-42)9-12-47(59)20(2)32-28(67-47)15-27-25-8-7-23-13-24(50)14-31(46(23,6)26(25)10-11-45(27,32)5)65-44-40(58)41(35(53)30(64-44)18-60-22(4)49)66-43-39(57)36(54)33(51)21(3)62-43/h7,19-21,24-44,48,50-59H,8-18H2,1-6H3/t19-,20-,21+,24+,25?,26?,27?,28-,29-,30+,31+,32?,33+,34-,35+,36-,37+,38-,39-,40+,41-,42?,43+,44-,45-,46-,47+/m0/s1
InChIKey BIQZMFZIBGWWCO-WOBQCONKSA-N
Formula C47H76O20
HBA 20
HBD 11
MW 961.11
Rotatable Bonds 13
TPSA 313.44
LogP -1.29
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 67
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 960.49
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.

Structure

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 961.11 g/mol

Structure

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

Level: 2

Mol. Weight: 961.11 g/mol

Structure

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 961.11 g/mol

Structure

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

Level: 1

Mol. Weight: 961.11 g/mol

Structure

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC6CCCCO6

Level: 1

Mol. Weight: 961.11 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 961.11 g/mol

Structure

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5

Level: 0

Mol. Weight: 961.11 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 961.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
6951.15
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
909266.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
74.18
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
1.79
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-21142.56
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.94
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.05
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1650275909.85
Rat (Acute)
4.25
Rat (Chronic Oral)
5.3
Fathead Minnow
2083126.37
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
185606102.04
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-88.3
Log(P)
0.04
Log S
-2.45
Log(Vapor Pressure)
-6111749.88
Melting Point
239.71
pKa Acid
-44443.51
pKa Basic
-338.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7694
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7558
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7415
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7184

Download SDF