8-allylthio-paenimetabolin-I - Compound Card

8-allylthio-paenimetabolin-I

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8-allylthio-paenimetabolin-I

Structure
Zoomed Structure
  • Family: Plantae - Lactobacillaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Glycoside
Canonical Smiles C=CCSCC1[C@H]2O[C@@]3([C@](O2)(C[C@H]1C(=O)C3)O)C
InChI InChI=1S/C13H18O4S/c1-3-4-18-7-9-8-5-13(15)12(2,6-10(8)14)16-11(9)17-13/h3,8-9,11,15H,1,4-7H2,2H3/t8-,9?,11+,12+,13-/m1/s1
InChIKey YMCQWRUNTANMFI-GHQLJDSLSA-N
Formula C13H18O4S
HBA 5
HBD 1
MW 270.35
Rotatable Bonds 4
TPSA 55.76
LogP 1.33
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 270.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lactobacillus brevis Lactobacillaceae Plantae 1580

Showing of synonyms

  • Abdel-Hafez A.A, Meselhy M.R, et al. (1998). Potent Anticonvulsant Paeonimetabolin-I Derivatives Obtained by Incubation of Paeoniflorin and Thiol Compounds with Lactobacillus brevis.. Chemical & pharmaceutical bulletin, 1998, 46(9), 1486-7. [View] [PubMed]
Pubchem: 100969035

No compound-protein relationship available.

Structure

SMILES: C12C3CC(C(=O)C1)CC(O2)O3

Level: 0

Mol. Weight: 270.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.72
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.61
Plasma Protein Binding
30.73
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
13.35
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.19
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.79
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
-0.78
Rat (Acute)
2.79
Rat (Chronic Oral)
0.92
Fathead Minnow
3.8
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
323.49
Hydration Free Energy
-8.53
Log(D) at pH=7.4
1.3
Log(P)
1.06
Log S
-1.86
Log(Vapor Pressure)
-6.94
Melting Point
77.51
pKa Acid
6.76
pKa Basic
3.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.8978
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7821
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7817
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7593
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7585
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7585
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7488
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7322
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7169
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7096
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7030

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