26-O-beta-D-glucopyranosyl-(25S)-furosta-5-ene-3beta,22-diol 3-O-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside - Compound Card

26-O-beta-D-glucopyranosyl-(25S)-furosta-5-ene-3beta,22-diol 3-O-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside

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26-O-beta-D-glucopyranosyl-(25S)-furosta-5-ene-3beta,22-diol 3-O-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Ruscaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Steroidal Saponin
Canonical Smiles OC[C@@H]1O[C@H](O)[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CO[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@](O4)(O)CC[C@@H](CO[C@H]3O[C@@H](CO)[C@@H]([C@H]([C@@H]3O)O)O)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O)O)O
InChI InChI=1S/C45H74O19/c1-19(17-59-41-37(54)33(50)31(48)27(15-46)61-41)7-12-45(57)20(2)30-26(64-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)58-18-29-32(49)34(51)38(55)42(62-29)63-39-28(16-47)60-40(56)36(53)35(39)52/h5,19-20,22-42,46-57H,6-18H2,1-4H3/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29-,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40-,41-,42+,43-,44-,45+/m0/s1
InChIKey VZQDPUBBIIGJGR-FWVGAQBBSA-N
Formula C45H74O19
HBA 19
HBD 12
MW 919.07
Rotatable Bonds 13
TPSA 307.37
LogP -1.86
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 64
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 918.48
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.

Structure

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OCC7CCCC(O7)OC8CCCOC8

Level: 3

Mol. Weight: 919.07 g/mol

Structure

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OCC7CCCCO7

Level: 2

Mol. Weight: 919.07 g/mol

Structure

SMILES: C1OCCCC1OC(O2)CCCC2COC(CC3)CC(=CC4)C3C(CC5)C4C(C5C67)CC6OCC7

Level: 2

Mol. Weight: 919.07 g/mol

Structure

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

Level: 1

Mol. Weight: 919.07 g/mol

Structure

SMILES: O1CCCCC1COC(CC2)CC(=CC3)C2C(CC4)C3C(C4C56)CC5OCC6

Level: 1

Mol. Weight: 919.07 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 919.07 g/mol

Structure

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

Level: 0

Mol. Weight: 919.07 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 919.07 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
2165.010
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
283784.57

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
83.4
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
0.950
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-6593.780
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.960
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.080
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
-515053187.790
Rat (Acute)
3.650
Rat (Chronic Oral)
4.380
Fathead Minnow
650152.460
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
57925223.900
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-14.780
Log(P)
-0.18
Log S
-2.31
Log(Vapor Pressure)
-1907267.67
Melting Point
234.83
pKa Acid
-13807.44
pKa Basic
-81.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8537
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8027
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7102

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