3-O-beta-glucopyranosyl-1-octen-3-ol - Compound Card

3-O-beta-glucopyranosyl-1-octen-3-ol

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3-O-beta-glucopyranosyl-1-octen-3-ol

Structure
Zoomed Structure
  • Family: Acanthaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Matsutake Alcohol Glycoside
Canonical Smiles CCCCCC(O[C@H]1OC(CO)[C@H](C([C@@H]1O)O)O)C=C
InChI InChI=1S/C14H26O6/c1-3-5-6-7-9(4-2)19-14-13(18)12(17)11(16)10(8-15)20-14/h4,9-18H,2-3,5-8H2,1H3/t9?,10?,11-,12?,13+,14+/m1/s1
InChIKey MPSRBJBPHXIOFN-PQFYHLTDSA-N
Formula C14H26O6
HBA 6
HBD 4
MW 290.36
Rotatable Bonds 8
TPSA 99.38
LogP -0.06
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 290.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sanchezia nobilis Acanthaceae Plantae 71612

Showing of synonyms

  • Abd Ellah AE, Mohamed KM, et al. (2013). Matsutake alcohol glycosides from Sanchezia nobilis. Chemistry of Natural Compounds,2013,48(6),930-933. [View]
Pubchem: 163017421
Nmrshiftdb2: 70092832

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.12
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.97
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.57
Plasma Protein Binding
47.22
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
Non-Inhibitor

Excretion

Clearance
2.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.35
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.45
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.38
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
0.05
Rat (Acute)
2.01
Rat (Chronic Oral)
2.78
Fathead Minnow
3.0
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
381.89
Hydration Free Energy
-20.87
Log(D) at pH=7.4
1.14
Log(P)
0.91
Log S
-1.74
Log(Vapor Pressure)
-10.73
Melting Point
98.74
pKa Acid
7.61
pKa Basic
5.21
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 0.8920
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8920
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8054
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8054
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8009
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8009
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7879
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7879
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7836
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7836
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7743
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7743
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7659
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7659
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7541
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7541
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7306
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7306
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7239
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7239
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7140
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7140
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7105
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7105
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7075
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7075
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 4 0.7038
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 4 0.7038

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