Sitosterol-3-O-6'-stearoyl-beta-D-glucopyranoside - Compound Card

Sitosterol-3-O-6'-stearoyl-beta-D-glucopyranoside

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Sitosterol-3-O-6'-stearoyl-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Sterol Glycoside
Canonical Smiles CCCCCCCCCCCCCCCCCOCOCC1CC(O[C@H]2CCC3(C(=CCC4C3CCC3(C4CCC3C(CCCC(C(C)C)CC)C)C)C2)C)C(C(C1O)O)O
InChI InChI=1S/C55H100O6/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-35-59-39-60-38-43-36-50(52(57)53(58)51(43)56)61-45-31-33-54(6)44(37-45)27-28-46-48-30-29-47(55(48,7)34-32-49(46)54)41(5)25-24-26-42(9-2)40(3)4/h27,40-43,45-53,56-58H,8-26,28-39H2,1-7H3/t41?,42?,43?,45-,46?,47?,48?,49?,50?,51?,52?,53?,54?,55?/m0/s1
InChIKey BSOMEWNBLOTDRT-JYURRMGGSA-N
Formula C55H100O6
HBA 6
HBD 3
MW 857.4
Rotatable Bonds 29
TPSA 88.38
LogP 13.77
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 61
Formal Charge 0
Fraction CSP3 0.96
Exact Mass 856.75
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Nauclea latifolia Rubiaceae Plantae 43573

Showing of synonyms

  • Ngnokam D, Ayafor JF, et al. (2004). Nauclefolinine: a new alkaloid from the roots of nauclea latifolia. Bulletin of The Chemical Society of Ethiopia, 2004,17, 173-176. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCC5

Level: 1

Mol. Weight: 857.4 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 857.4 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 857.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
463.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
61248.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.04
Plasma Protein Binding
50.02
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor

Excretion

Clearance
2.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-1424.8
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
4.31
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
Toxic
T. Pyriformis
-111168107.67
Rat (Acute)
2.61
Rat (Chronic Oral)
3.47
Fathead Minnow
140334.69
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
12501911.77
Hydration Free Energy
-2.92
Log(D) at pH=7.4
8.55
Log(P)
16.26
Log S
-6.93
Log(Vapor Pressure)
-411570.72
Melting Point
89.97
pKa Acid
-2923.66
pKa Basic
7.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8441
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7451
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7138
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7125

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