(25R)-6alpha-hydroxy-5alpha-spirostan-3beta-yl beta-D-glucopyranoside - Compound Card

(25R)-6alpha-hydroxy-5alpha-spirostan-3beta-yl beta-D-glucopyranoside

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(25R)-6alpha-hydroxy-5alpha-spirostan-3beta-yl beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Agavaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Steroidal Saponin
Canonical Smiles OC[C@@H]1O[C@@H](O[C@@H]2CC[C@]3(C(C2)[C@H](O)C[C@@H]2[C@@H]3CC[C@]3([C@H]2C[C@H]2[C@@H]3[C@H](C)[C@]3(O2)CC[C@H](CO3)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C33H54O9/c1-16-5-10-33(39-15-16)17(2)26-24(42-33)13-21-19-12-23(35)22-11-18(6-8-31(22,3)20(19)7-9-32(21,26)4)40-30-29(38)28(37)27(36)25(14-34)41-30/h16-30,34-38H,5-15H2,1-4H3/t16-,17+,18-,19-,20+,21+,22?,23-,24+,25+,26+,27-,28+,29-,30-,31-,32+,33-/m1/s1
InChIKey MLRAUEYLTHBQRD-AWTWSWDISA-N
Formula C33H54O9
HBA 9
HBD 5
MW 594.79
Rotatable Bonds 3
TPSA 138.07
LogP 2.59
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 594.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Furcraea tuberosa Agavaceae Plantae 39538

Showing of synonyms

  • Tapondjoua LA, Jenett-Siems K, et al. (2017). Flavonol glycosides and cytotoxic steroidal saponins from Furcraea tuberosa (Agavaceae). Natural Product Communications, 2017, 12(3), 347-350. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 594.79 g/mol

Structure

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 594.79 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 594.79 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
8.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.770
Plasma Protein Binding
91.48
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
1.520
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.130
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.070
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.640
Micronucleos
Safe
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
-17821.220
Rat (Acute)
3.360
Rat (Chronic Oral)
3.050
Fathead Minnow
35.990
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
553.190
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.530
Log(P)
3.0
Log S
-3.96
Log(Vapor Pressure)
-13.37
Melting Point
221.88
pKa Acid
8.42
pKa Basic
6.62
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8143
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8143
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7138
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7138

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