Beta-sitosterol-3-O-D-glucopyranosyl-6'-mirystate - Compound Card

Beta-sitosterol-3-O-D-glucopyranosyl-6'-mirystate

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Beta-sitosterol-3-O-D-glucopyranosyl-6'-mirystate

Structure
Zoomed Structure
  • Family: Plantae - Melastomaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Sterol Glucopyranoside
Canonical Smiles CCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4CCC3[C@@H](CC[C@H](C(C)C)CC)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C49H86O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-43(50)54-32-42-44(51)45(52)46(53)47(56-42)55-37-27-29-48(6)36(31-37)23-24-38-40-26-25-39(49(40,7)30-28-41(38)48)34(5)21-22-35(9-2)33(3)4/h23,33-35,37-42,44-47,51-53H,8-22,24-32H2,1-7H3/t34-,35-,37+,38+,39?,40+,41+,42-,44-,45+,46-,47-,48+,49-/m1/s1
InChIKey CSXINXSKAXRKKW-JNVLQDKZSA-N
Formula C49H86O7
HBA 7
HBD 3
MW 787.22
Rotatable Bonds 22
TPSA 105.45
LogP 11.1
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 56
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 786.64
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Dissotis thollonii Melastomaceae Plantae 2015423

Showing of synonyms

  • Ndjateu F, Tsafack R, et al. (2014). Antimicrobial, antioxidant, anti-inflammatory activities and phytoconstituents of extracts from the roots of Dissotis thollonii Cogn. (Melastomataceae). South African Journal of Botany, 2014, 93, 19-26. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 787.22 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 787.22 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 787.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
32.04
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
4866.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.76
Plasma Protein Binding
111.2
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
Inhibitor

Excretion

Clearance
3.07
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-116.77
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.23
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.65
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-8837727.04
Rat (Acute)
2.36
Rat (Chronic Oral)
3.39
Fathead Minnow
11162.49
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
992017.79
Hydration Free Energy
-2.92
Log(D) at pH=7.4
7.09
Log(P)
13.74
Log S
-6.2
Log(Vapor Pressure)
-32551.13
Melting Point
116.07
pKa Acid
-183.28
pKa Basic
7.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.9028
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8067
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7578

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