(1.alpha.(s*),5-beta.)-1 -(phenyl sulfinyl)-bicyclo-[3.3.1]nona-3-one - Compound Card

(1.alpha.(s*),5-beta.)-1 -(phenyl sulfinyl)-bicyclo-[3.3.1]nona-3-one

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(1.alpha.(s*),5-beta.)-1 -(phenyl sulfinyl)-bicyclo-[3.3.1]nona-3-one

Structure
Zoomed Structure
  • Family: Annonaceae
  • Kingdom: Plantae
  • Class: Essential Oil
Canonical Smiles O=C1CCC2(C[C@H]1CCC2)[S@](=O)c1ccccc1
InChI InChI=1S/C15H18O2S/c16-14-8-10-15(9-4-5-12(14)11-15)18(17)13-6-2-1-3-7-13/h1-3,6-7,12H,4-5,8-11H2/t12-,15?,18-/m1/s1
InChIKey LNYXRNBTTMCEFQ-DACQPMPOSA-N
Formula C15H18O2S
HBA 2
HBD 0
MW 262.37
Rotatable Bonds 2
TPSA 34.14
LogP 3.09
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 262.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Monanthotaxis littoralis Annonaceae Plantae 2231816

Showing of synonyms

  • Clara C, Matasyoh JC, et al. (2013). Antifungal activity of Monathotaxis littoralis essential oil against mycotoxigenic fungi isolated from maize.. International Journal of Microbiology Research and Reviews,2013,2(6),103-109. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1S(=O)C23CC(C(=O)CC2)CCC3

Level: 1

Mol. Weight: 262.37 g/mol

Structure

SMILES: C12C(=O)CCC(C1)CCC2

Level: 0

Mol. Weight: 138.21 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.450
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.270
Plasma Protein Binding
76.63
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.170
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.120
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.180
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.440
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
1.240
Rat (Acute)
2.000
Rat (Chronic Oral)
1.920
Fathead Minnow
4.080
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
372.330
Hydration Free Energy
-6.110
Log(D) at pH=7.4
1.960
Log(P)
1.52
Log S
-3.38
Log(Vapor Pressure)
-5.54
Melting Point
69.97
pKa Acid
10.74
pKa Basic
5.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9040
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9040
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8956
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8956
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8775
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8775
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8491
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8491
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8445
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8445
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8025
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.8025
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7994
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7994
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 3 0.7985
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 3 0.7985
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7979
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7979
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7942
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7942
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7898
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7898
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7831
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7831
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7772
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7772
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7721
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7721
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7703
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7703
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7701
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7701
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7670
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7670
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7663
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7663
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7634
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7634
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7630
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7630
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7612
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7612
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7607
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7607
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7579
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7579
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7553
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7553
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7473
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7473
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7431
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7431
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7425
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7425
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7393
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7393
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7375
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7375
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7359
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7359
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7352
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7352
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7348
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7348
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7341
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7341
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7316
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7316
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7311
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7311
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7310
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7310
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7310
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7310
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7289
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7289
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7259
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7259
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7256
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7256
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 2 0.7255
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 2 0.7255
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7228
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7228
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7226
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7226
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7197
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7197
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7189
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7189
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7185
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7185
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7182
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7182
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7175
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7175
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7174
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7174
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7174
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7174
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7162
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7162
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7151
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7151
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7140
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7140
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7140
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7140
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7139
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7139
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7137
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7137
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7119
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7119
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7110
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7110
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7101
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7101
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7097
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7097
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7096
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7096
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7093
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7093
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7082
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7082
Protein UshA P07024 USHA_ECOLI Escherichia coli 2 0.7077
Protein UshA P07024 USHA_ECOLI Escherichia coli 2 0.7077
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7067
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7067
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7059
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7059
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7054
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7054
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7054
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7054
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 2 0.7049
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 2 0.7049
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7038
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7038
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7024
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7024
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7014
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7014
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7004
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7004
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7003
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7003
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7002
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7002

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