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Methyltriacetic lactone

Family: Fungi - Phaeosphaeriaceae
Kingdom: Fungi
Class: Lactone

Canonical Smiles	Cc1cc(O)c(c(=O)o1)C
InChI	InChI=1S/C7H8O3/c1-4-3-6(8)5(2)7(9)10-4/h3,8H,1-2H3
InChIKey	VVBIGJOVPZMWGU-UHFFFAOYSA-N
Formula	C₇H₈O₃
HBA	3
HBD	1
MW	140.14
Rotatable Bonds	0
TPSA	50.44
LogP	0.96
Number Rings	1
Number Aromatic Rings	1
Heavy Atom Count	10
Formal Charge	0
Fraction CSP3	0.29
Exact Mass	140.05
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ampelomyces species	Phaeosphaeriaceae	Fungi	50729

Showing of synonyms

Aly AH, Edrada-Ebel R, et al. (2008). Bioactive metabolites from the endophytic fungus Ampelomyces sp. isolated from the medicinal plant Urospermum picroides. Phytochemistry,2008,69(8),1716-1725. [View] [PubMed]

Pubchem: 54690337

Cas: 5192-62-1

Gnps: CCMSLIB00000847838

Zinc: ZINC000005765084

Nmrshiftdb2: 60079708

Chembl: CHEMBL51918

Comptox: DTXSID20199884

Bindingdb: 50405197

No compound-protein relationship available.

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 140.14 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.55
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.84
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.93

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.46
Plasma Protein Binding: 25.89
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: 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: 7.19
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 0.4
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Toxic
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.16
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.65
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: 3.18
Rat (Acute): 2.0
Rat (Chronic Oral): 1.91
Fathead Minnow: 3.5
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: 275.66
Hydration Free Energy: -8.88
Log(D) at pH=7.4: 0.52
Log(P): 0.2
Log S: -0.8
Log(Vapor Pressure): -2.03
Melting Point: 125.51
pKa Acid: 5.53
pKa Basic: 4.57

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	4	0.9302
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	4	0.9302
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.9295
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.9295
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.9281
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.9281
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9255
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9255
Odorant-binding protein	P81245	OBP_PIG	Sus scrofa	3	0.9221
Odorant-binding protein	P81245	OBP_PIG	Sus scrofa	3	0.9221
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.9133
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.9133
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	3	0.9088
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	3	0.9088
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.9085
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.9085
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.9065
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.9065
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.9049
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.9049
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.9012
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.9012
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8893
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8893
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.8872
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.8872
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8673
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8673
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	3	0.8582
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	3	0.8582
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8559
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8559
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	3	0.8458
3-hydroxybenzoate 4-monooxygenase	Q6SSJ6	MOBA_COMTE	Comamonas testosteroni	3	0.8458
Reaction center protein L chain	P0C0Y7	RCEH_RHOSH	Rhodobacter sphaeroides	3	0.8264
Reaction center protein L chain	P0C0Y7	RCEH_RHOSH	Rhodobacter sphaeroides	3	0.8264
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8195
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8195
Muconolactone Delta-isomerase	Q8G9L0	Q8G9L0_RHOOP	Rhodococcus opacus	3	0.8151
Muconolactone Delta-isomerase	Q8G9L0	Q8G9L0_RHOOP	Rhodococcus opacus	3	0.8151
Gentisate 1,2-dioxygenase	Q67FT0	Q67FT0_PSESE	Pseudaminobacter salicylatoxidans	3	0.8130
Gentisate 1,2-dioxygenase	Q67FT0	Q67FT0_PSESE	Pseudaminobacter salicylatoxidans	3	0.8130
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8077
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8077
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8065
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8065
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	3	0.8034
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	3	0.8034
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7984
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7984
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7978
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7978
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.7946
Anthranilate phosphoribosyltransferase	P9WFX5	TRPD_MYCTU	Mycobacterium tuberculosis	3	0.7946
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7926
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7926
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7862
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7862
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7861
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7861
Aldo-keto reductase family 1 member B10	O60218	AK1BA_HUMAN	Homo sapiens	3	0.7852
Aldo-keto reductase family 1 member B10	O60218	AK1BA_HUMAN	Homo sapiens	3	0.7852
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7798
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7798
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7796
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7796
Caspase-7	P55210	CASP7_HUMAN	Homo sapiens	3	0.7788
Caspase-7	P55210	CASP7_HUMAN	Homo sapiens	3	0.7788
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7754
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7754
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	2	0.7734
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	2	0.7734
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7700
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7700
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7671
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7671
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	2	0.7620
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	2	0.7620
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.7571
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.7571
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7562
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7562
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7554
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7554
O-GlcNAcase NagJ	Q0TR53	OGA_CLOP1	Clostridium perfringens	3	0.7526
O-GlcNAcase NagJ	Q0TR53	OGA_CLOP1	Clostridium perfringens	3	0.7526
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7496
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7496
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7475
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7475
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	2	0.7468
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	2	0.7468
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	2	0.7408
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	2	0.7408
Acetylcholinesterase	P22303	ACES_HUMAN	Homo sapiens	3	0.7402
Acetylcholinesterase	P22303	ACES_HUMAN	Homo sapiens	3	0.7402
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7378
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7378
Glutamate decarboxylase 1	Q99259	DCE1_HUMAN	Homo sapiens	3	0.7357
Glutamate decarboxylase 1	Q99259	DCE1_HUMAN	Homo sapiens	3	0.7357
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7350
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7350
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	2	0.7341
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	2	0.7341
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7322
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7322
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7300
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7300
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7280
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7280
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7274
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7274
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7271
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7271
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.7270
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.7270
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7246
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7246
Catechol 2,3-dioxygenase	Q6REQ5	Q6REQ5_9NOCA	Rhodococcus sp. DK17	3	0.7215
Catechol 2,3-dioxygenase	Q6REQ5	Q6REQ5_9NOCA	Rhodococcus sp. DK17	3	0.7215
3',5'-cyclic-AMP phosphodiesterase 4A	P27815	PDE4A_HUMAN	Homo sapiens	3	0.7213
3',5'-cyclic-AMP phosphodiesterase 4A	P27815	PDE4A_HUMAN	Homo sapiens	3	0.7213
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7193
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7193
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7188
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7188
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7186
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7186
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.7173
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.7173
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7152
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7152
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	2	0.7106
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	2	0.7106
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7104
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7104
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7076
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7076
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7075
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7075
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7059
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7059
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	2	0.7057
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	2	0.7057
D-alanine--D-alanine ligase	Q5HEB7	DDL_STAAC	Staphylococcus aureus	2	0.7049
D-alanine--D-alanine ligase	Q5HEB7	DDL_STAAC	Staphylococcus aureus	2	0.7049
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7035
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7035
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7022
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7022
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7018
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7018
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	2	0.7015
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	2	0.7015
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	2	0.7013
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	2	0.7013
Kynurenine 3-monooxygenase	P38169	KMO_YEAST	Saccharomyces cerevisiae	2	0.7010
Kynurenine 3-monooxygenase	P38169	KMO_YEAST	Saccharomyces cerevisiae	2	0.7010
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7000
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7000

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