26-O-beta-D-glucopyranosyl (25S)-furosta-5-ene-1beta,3beta,22alpha,26-tetrol 1-O-alpha-L-rhamnopyranosyl-(1→2) beta-D-fucopyranoside - Compound Card

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

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

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](C)[C@@H]([C@@H]([C@H]2O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)O)C)C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C45H74O18/c1-18(17-57-40-37(54)35(52)33(50)28(16-46)60-40)9-12-45(56)19(2)30-27(63-45)15-26-24-8-7-22-13-23(47)14-29(44(22,6)25(24)10-11-43(26,30)5)61-42-39(36(53)32(49)21(4)59-42)62-41-38(55)34(51)31(48)20(3)58-41/h7,18-21,23-42,46-56H,8-17H2,1-6H3/t18-,19-,20+,21+,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 NCCWJPOEUWTTAW-AWJGZKLHSA-N
Formula C45H74O18
HBA 18
HBD 11
MW 903.07
Rotatable Bonds 11
TPSA 287.14
LogP -0.83
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 63
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 902.49
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(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 903.07 g/mol

Structure

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

Level: 2

Mol. Weight: 903.07 g/mol

Structure

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 903.07 g/mol

Structure

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

Level: 1

Mol. Weight: 903.07 g/mol

Structure

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

Level: 1

Mol. Weight: 903.07 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 903.07 g/mol

Structure

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

Level: 0

Mol. Weight: 903.07 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 903.07 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.45
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1132.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
148803.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
79.39
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
1.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-3456.31
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.15
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.41
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-270072108.64
Rat (Acute)
4.23
Rat (Chronic Oral)
4.66
Fathead Minnow
340915.61
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
30372132.24
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-2.04
Log(P)
0.52
Log S
-2.79
Log(Vapor Pressure)
-999967.59
Melting Point
241.09
pKa Acid
-7200.94
pKa Basic
-27.2
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 0.8682
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.7826
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7397
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7195

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