(R)-2-hydroxy-3-butenyl glucosinolate - Compound Card

(R)-2-hydroxy-3-butenyl glucosinolate

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(R)-2-hydroxy-3-butenyl glucosinolate

Structure
Zoomed Structure
  • Family: Plantae - Brassicaceae
  • Kingdom: Plantae
  • Class: Glucosinolate
Canonical Smiles C=C[C@@H](CC(=NOS(=O)(=O)[O-])S[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/p-1/t5-,6+,8+,9-,10+,11-/m0/s1
InChIKey MYHSVHWQEVDFQT-ILPXZUKPSA-M
Formula C11H18NO10S2-
HBA 12
HBD 5
MW 388.4
Rotatable Bonds 7
TPSA 189.17
LogP -2.75
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge -1
Fraction CSP3 0.73
Exact Mass 388.04
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Zilla species Brassicaceae Plantae 1824586

Showing of synonyms

  • El-Menshawi B, Karawya M, et al. (1980). Glucosinolates in the Genus Zilla (Brassicaceae). Journal of Natural Products, 1980, 43(4), 534-536. [View]
Pubchem: 656566
Chebi: 8454
Metabolights: MTBLC8454

No compound-protein relationship available.

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 388.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.35
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.3
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.52
Plasma Protein Binding
71.71
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
4.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.53
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.93
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.61
Micronucleos
Toxic
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
2.08
Rat (Acute)
2.18
Rat (Chronic Oral)
2.27
Fathead Minnow
3.36
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
425.98
Hydration Free Energy
-16.55
Log(D) at pH=7.4
-1.22
Log(P)
-2.17
Log S
-0.64
Log(Vapor Pressure)
-14.7
Melting Point
119.74
pKa Acid
3.71
pKa Basic
3.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8715
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.8241
Isocitrate/homoisocitrate dehydrogenase Q5SIJ1 HICDH_THET8 Thermus thermophilus 3 0.8228
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 3 0.8064
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7652
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase B1MKD5 B1MKD5_MYCA9 Mycobacteroides abscessus 3 0.7517
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7441
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7167

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