Heptadeca-1,8-diene-4,6-diyne-3-ol-10-one - Compound Card

Heptadeca-1,8-diene-4,6-diyne-3-ol-10-one

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Heptadeca-1,8-diene-4,6-diyne-3-ol-10-one

Structure
Zoomed Structure
  • Family: Plantae - Umbelliferae
  • Kingdom: Plantae
  • Class: Polyacetylene
Canonical Smiles CCCCCCCC(=O)/C=C/C#CC#CC(C=C)O
InChI InChI=1S/C17H22O2/c1-3-5-6-7-11-14-17(19)15-12-9-8-10-13-16(18)4-2/h4,12,15-16,18H,2-3,5-7,11,14H2,1H3/b15-12+
InChIKey AFUQAPHNMDMRRM-NTCAYCPXSA-N
Formula C17H22O2
HBA 2
HBD 1
MW 258.36
Rotatable Bonds 8
TPSA 37.3
LogP 3.03
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 258.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Eryngium triquetrum Umbelliferae Plantae 1094608

Showing of synonyms

  • Bouzergoune F, Ciavatta M.L, et al. (2016). Phytochemical Study of Eryngium triquetrum: Isolation of Polyacetylenes and Lignans. Planta Med,2016,82(16),1438-1445. [View] [PubMed]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.2
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.14
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
38.99
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.14
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.58
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.34
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
7.79
Rat (Acute)
2.38
Rat (Chronic Oral)
1.99
Fathead Minnow
4.54
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
331.89
Hydration Free Energy
-5.34
Log(D) at pH=7.4
3.46
Log(P)
4.13
Log S
-4.0
Log(Vapor Pressure)
-5.52
Melting Point
40.35
pKa Acid
8.92
pKa Basic
1.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.9449
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8866
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7786
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7767
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7721
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7693
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7668
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7651
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7645
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7614
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7601
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7593
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7562
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7560
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7509
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7458
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7435
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7427
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7423
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7419
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7412
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7397
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7380
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7362
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7353
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7348
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7343
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7308
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7303
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7288
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7278
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 2 0.7264
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7212
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7195
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 2 0.7180
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7166
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7116
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7071

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