9-hydroxylinaloyl glucoside - Compound Card

9-hydroxylinaloyl glucoside

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9-hydroxylinaloyl glucoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles OC/C(=C/CC[C@@](OC1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O)(C=C)C)/C
InChI InChI=1S/C16H28O7/c1-4-16(3,7-5-6-10(2)8-17)23-15-14(21)13(20)12(19)11(9-18)22-15/h4,6,11-15,17-21H,1,5,7-9H2,2-3H3/b10-6+/t11-,12-,13+,14-,15?,16-/m0/s1
InChIKey NEZCMGYOACDFPH-WOXHDHDISA-N
Formula C16H28O7
HBA 7
HBD 5
MW 332.39
Rotatable Bonds 8
TPSA 119.61
LogP -0.53
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 332.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salsola tetrandra Chenopodiaceae Plantae 264975

Showing of synonyms

  • Oueslati MH, Jannet HB, et al. (2006). Phytochemical constituents from Salsola tetrandra. Journal of Natural Products,2006,69(9),1366-1369. [View] [PubMed]
Pubchem: 162850741
Nmrshiftdb2: 70071255

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 332.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.180
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.630
Plasma Protein Binding
53.28
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
2.940
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.620
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.000
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.270
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
-4.630
Rat (Acute)
1.760
Rat (Chronic Oral)
2.750
Fathead Minnow
3.790
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
431.440
Hydration Free Energy
-21.540
Log(D) at pH=7.4
0.130
Log(P)
-0.41
Log S
-1.66
Log(Vapor Pressure)
-11.64
Melting Point
117.75
pKa Acid
7.87
pKa Basic
5.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9371
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9371
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8461
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8461
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8451
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8451
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7953
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7953
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7926
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7926
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7884
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7884
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7824
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7824
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7589
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7589
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7576
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7576
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7542
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7542
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7362
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7362
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7340
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7340
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7310
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7310
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7271
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7271
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7265
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7265
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7225
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7225
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7165
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7165
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7151
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7151
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7103
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7103
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7100
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7100
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7085
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7085
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7061
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7061
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7059
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7059
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7027
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7027

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