8-(n-hexylthio)-paenimetabolin-I - Compound Card

8-(n-hexylthio)-paenimetabolin-I

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8-(n-hexylthio)-paenimetabolin-I

Structure
Zoomed Structure
  • Family: Plantae - Lactobacillaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Glycoside
Canonical Smiles CCCCCCSCC1[C@H]2O[C@@]3([C@](O2)(C[C@H]1C(=O)C3)O)C
InChI InChI=1S/C16H26O4S/c1-3-4-5-6-7-21-10-12-11-8-16(18)15(2,9-13(11)17)19-14(12)20-16/h11-12,14,18H,3-10H2,1-2H3/t11-,12?,14+,15+,16-/m1/s1
InChIKey NKVDFKRMVYOWFM-KDMPZMMBSA-N
Formula C16H26O4S
HBA 5
HBD 1
MW 314.45
Rotatable Bonds 7
TPSA 55.76
LogP 2.73
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 314.16
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]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 314.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.59
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.88
Plasma Protein Binding
50.62
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
15.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.36
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.1
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
0.08
Rat (Acute)
2.32
Rat (Chronic Oral)
1.17
Fathead Minnow
3.85
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
358.52
Hydration Free Energy
-7.02
Log(D) at pH=7.4
2.98
Log(P)
2.98
Log S
-3.09
Log(Vapor Pressure)
-7.13
Melting Point
71.12
pKa Acid
7.64
pKa Basic
3.73
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 0.7824
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7822
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7686
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7596
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7581
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7580
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7480
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7401
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7384
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7332
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7200
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7197
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7156
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7148
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7117
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7045
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7031
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7019

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