1-O-beta-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2′R)-2'-hydroxypalmito-ylamino]-8-octadecene-1,3,4'-triol - Compound Card

1-O-beta-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2′R)-2'-hydroxypalmito-ylamino]-8-octadecene-1,3,4'-triol

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1-O-beta-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2′R)-2'-hydroxypalmito-ylamino]-8-octadecene-1,3,4'-triol

Structure
Zoomed Structure
  • Family: Plantae - Malvaceae
  • Kingdom: Plantae
  • Class: Ceramide
Canonical Smiles CCCCCCCCCCCCCCC(C(=O)N[C@H]([C@@H]([C@@H](CCC/C=C\CCCCCCCCCC)O)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C41H79NO10/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(44)36(46)32(31-51-41-39(49)38(48)37(47)35(30-43)52-41)42-40(50)34(45)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h20,22,32-39,41,43-49H,3-19,21,23-31H2,1-2H3,(H,42,50)/b22-20-/t32-,33+,34?,35+,36-,37+,38-,39+,41+/m0/s1
InChIKey BYODNKVVMRXLFL-CTUNMRJISA-N
Formula C41H79NO10
HBA 10
HBD 8
MW 746.08
Rotatable Bonds 34
TPSA 189.17
LogP 5.72
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 52
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 745.57
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Sida spinosa Malvaceae Plantae 108380

Showing of synonyms

  • Darwish FM, Reinecke MG (2003). Ecdysteroids and other constituents from Sida spinosa L. Phytochemistry,2003,62(8),1179-1184. [View] [PubMed]
Pubchem: 162817157
Nmrshiftdb2: 70039517

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 746.08 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.88
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-3.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
327.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.08
Plasma Protein Binding
90.21
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
-0.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-6.86
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.4
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
-597023.89
Rat (Acute)
2.48
Rat (Chronic Oral)
4.07
Fathead Minnow
764.89
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
63958.2
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.46
Log(P)
9.64
Log S
-4.78
Log(Vapor Pressure)
-2018.51
Melting Point
64.88
pKa Acid
4.23
pKa Basic
7.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.8289
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.8289
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8176
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8176
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7833
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7833
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7324
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7324
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7246
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7246
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7227
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7227
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7073
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7073

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