Epoxy gilgialkene - Compound Card

Epoxy gilgialkene

Select a section from the left sidebar

Epoxy gilgialkene

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Phenylalkene
Canonical Smiles CCCCCCCCCC1OC1CCCCCC/C=C\CCCCc1ccccc1
InChI InChI=1S/C29H48O/c1-2-3-4-5-10-14-20-25-28-29(30-28)26-21-15-12-9-7-6-8-11-13-17-22-27-23-18-16-19-24-27/h6,8,16,18-19,23-24,28-29H,2-5,7,9-15,17,20-22,25-26H2,1H3/b8-6-
InChIKey LYNCIZIKZXNYNS-VURMDHGXSA-N
Formula C29H48O
HBA 1
HBD 0
MW 412.7
Rotatable Bonds 20
TPSA 12.53
LogP 9.2
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 412.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Trichilia gilgiana Meliaceae Plantae 2709000

Showing of synonyms

  • Kowa TK, Tchokouaha LRY, et al. (2020). Antileishmanial and cytotoxic activities of a new limonoid and a new phenyl alkene from the stem bark of Trichilia gilgiana (Meliaceae).. Natural product research,2020, 34(22), 3182-3188. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CC1CCCCCCC=CCCCCc2ccccc2

Level: 1

Mol. Weight: 412.7 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 412.7 g/mol

Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 412.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.04
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-4.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.05
Plasma Protein Binding
33.62
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
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
7.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
3.34
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.87
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.9
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
Toxic
T. Pyriformis
-48.19
Rat (Acute)
1.67
Rat (Chronic Oral)
2.37
Fathead Minnow
4.99
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
468.28
Hydration Free Energy
-2.65
Log(D) at pH=7.4
7.42
Log(P)
10.83
Log S
-6.56
Log(Vapor Pressure)
-7.45
Melting Point
-4.82
pKa Acid
10.15
pKa Basic
3.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.8596
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8104
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 2 0.7938
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7747
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7740
Dipeptidyl peptidase 4 P14740 DPP4_RAT Rattus norvegicus 2 0.7727
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7720
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7707
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7680
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7645
Peridinin-chlorophyll a protein, high-salt form O76183 O76183_AMPCA Amphidinium carterae 2 0.7639
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7620
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7604
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7600
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7598
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7594
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7587
Cholesterol 24-hydroxylase Q9Y6A2 CP46A_HUMAN Homo sapiens 2 0.7583
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 2 0.7569
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 2 0.7561
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7554
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7546
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7542
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7537
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7536
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7523
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7515
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7514
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 2 0.7509
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 2 0.7503
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7492
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 2 0.7489
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7466
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 2 0.7458
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7455
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 2 0.7454
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7451
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7450
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7428
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 2 0.7425
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7420
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7418
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7414
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7413
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7409
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7399
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7390
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7386
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 2 0.7383
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7374
L-seryl-tRNA(Sec) kinase Q58933 PSTK_METJA Methanocaldococcus jannaschii 2 0.7373
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7352
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 2 0.7346
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7343
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7341
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7339
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7334
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7330
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 2 0.7314
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7311
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 2 0.7311
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7307
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7303
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7294
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 2 0.7284
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7284
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7278
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7276
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 2 0.7275
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7272
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7268
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7266
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7254
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7234
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7233
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7226
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7225
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7214
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7208
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7199
S-methyl-5'-thioadenosine phosphorylase Q97W94 MTAP_SACS2 Saccharolobus solfataricus 2 0.7197
Nucleoside diphosphate kinase A5J299 A5J299_PENVA Penaeus vannamei 2 0.7193
mRNA cleavage and polyadenylation factor CLP1 Q08685 CLP1_YEAST Saccharomyces cerevisiae 2 0.7186
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7172
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7171
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 2 0.7164
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 2 0.7153
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7145
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7129
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7113
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7099
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 2 0.7094
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7090
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 2 0.7090
Proline--tRNA ligase Q8I5R7 SYP_PLAF7 Plasmodium falciparum 2 0.7075
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7065
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 2 0.7045
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7038
Nucleoside diphosphate kinase Q2SWE7 NDK_BURTA Burkholderia thailandensis 2 0.7036
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7034
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 2 0.7018
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7015
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 2 0.7006
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 2 0.7005
Metallophosphoesterase A3DJ38 A3DJ38_HUNT2 Clostridium thermocellum 2 0.7003
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 2 0.7001

Download SDF