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1-O-methylparietin

Family: Fungi - Trichocomaceae
Kingdom: Fungi
Class: Anthraquinone

Canonical Smiles	COc1cc(OC)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C
InChI	InChI=1S/C17H14O5/c1-8-4-10-14(12(18)5-8)17(20)15-11(16(10)19)6-9(21-2)7-13(15)22-3/h4-7,18H,1-3H3
InChIKey	QJKZQZYKOMVBQO-UHFFFAOYSA-N
Formula	C₁₇H₁₄O₅
HBA	5
HBD	1
MW	298.29
Rotatable Bonds	2
TPSA	72.83
LogP	2.49
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.18
Exact Mass	298.08
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Aspergillus wentii	Trichocomaceae	Fungi	5066

Showing of synonyms

Form I.C, Bonus M, et al. (2019). Xanthone, benzophenone and bianthrone derivatives from the hypersaline lake-derived fungus Aspergillus wentii. Bioorg Med Chem,2019,27(20),115005. [View] [PubMed]

Pubchem: 361515

Cas: 5018-84-8

Zinc: ZINC000005812875

Nmrshiftdb2: 60025773

Chembl: CHEMBL451766

Comptox: DTXSID50326969

No compound-protein relationship available.

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 298.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.49
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.500
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.18

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.990
Plasma Protein Binding: 57.2
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 5.620
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.810
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.360
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.820
Micronucleos: Toxic
NR-AhR: Toxic
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: 4.420
Rat (Acute): 2.350
Rat (Chronic Oral): 2.680
Fathead Minnow: 4.700
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 428.950
Hydration Free Energy: -8.590
Log(D) at pH=7.4: 2.940
Log(P): 3.78
Log S: -6.33
Log(Vapor Pressure): -6.92
Melting Point: 180.97
pKa Acid: 6.83
pKa Basic: 3.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.9737
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.9551
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.9491
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9332
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.9250
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9132
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9108
Putative ketoacyl reductase	P16544	ACT3_STRCO	Streptomyces coelicolor / M145)	3	0.9081
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.8998
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8957
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8883
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8819
E3 ubiquitin-protein ligase Mdm2	P56273	MDM2_XENLA	Xenopus laevis	3	0.8784
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8738
Fatty acid-binding protein, intestinal	P12104	FABPI_HUMAN	Homo sapiens	3	0.8681
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	4	0.8679
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8667
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8656
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.8645
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8583
Cell division cycle 7-related protein kinase	O00311	CDC7_HUMAN	Homo sapiens	4	0.8548
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8429
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8417
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8369
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.8327
E3 ubiquitin-protein ligase Mdm2	Q00987	MDM2_HUMAN	Homo sapiens	3	0.8275
Sulfotransferase 1E1	P49888	ST1E1_HUMAN	Homo sapiens	3	0.8191
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.8095
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.8089
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	3	0.8063
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.8045
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7993
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.7969
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7931
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7919
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	3	0.7899
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.7885
Biphenyl dioxygenase subunit alpha	P37333	BPHA_PARXL	Paraburkholderia xenovorans	4	0.7874
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7871
Prostaglandin E synthase 2	Q9N0A4	PGES2_MACFA	Macaca fascicularis	3	0.7861
Enoyl-ACP reductase	Q9BJJ9	Q9BJJ9_PLAFA	Plasmodium falciparum	3	0.7821
Aklavinone 12-hydroxylase RdmE	Q54530	DNRF_STREF	Streptomyces purpurascens	4	0.7796
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7778
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	3	0.7758
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7756
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7754
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7719
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7693
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7686
Vascular endothelial growth factor receptor 2	P35968	VGFR2_HUMAN	Homo sapiens	3	0.7657
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7655
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7647
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7644
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7632
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7612
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7592
Aldehyde dehydrogenase, dimeric NADP-preferring	P30838	AL3A1_HUMAN	Homo sapiens	3	0.7577
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7569
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7518
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.7517
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7503
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7499
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	4	0.7494
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7490
Fructose-1,6-bisphosphatase 1	P00636	F16P1_PIG	Sus scrofa	3	0.7483
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7475
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7456
Orotidine 5'-phosphate decarboxylase	O58462	PYRF_PYRHO	Pyrococcus horikoshii	3	0.7448
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.7423
Enoyl-acyl carrier reductase	Q6UCJ9	Q6UCJ9_TOXGO	Toxoplasma gondii	4	0.7388
Pteridine reductase 1	Q01782	PTR1_LEIMA	Leishmania major	3	0.7382
Catalase-peroxidase	Q3JNW6	KATG_BURP1	Burkholderia pseudomallei	3	0.7379
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7373
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7359
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7356
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7340
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7340
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	3	0.7334
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7326
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	2	0.7323
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7318
Protein S100-A4	P26447	S10A4_HUMAN	Homo sapiens	3	0.7307
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	2	0.7305
D-mycarose 3-C-methyltransferase	Q194Q4	Q194Q4_STRAA	Streptomyces argillaceus	4	0.7295
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7266
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7260
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7258
E3 ubiquitin-protein ligase Mdm2	Q00987	MDM2_HUMAN	Homo sapiens	3	0.7249
Casein kinase I isoform delta	P48730	KC1D_HUMAN	Homo sapiens	3	0.7246
Orotidine 5'-phosphate decarboxylase	Q9KQT7	PYRF_VIBCH	Vibrio cholerae serotype O1	4	0.7228
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7214
Tubulin alpha chain	D0VWZ0	D0VWZ0_SHEEP	Ovis aries	3	0.7209
Troponin C, slow skeletal and cardiac muscles	P63316	TNNC1_HUMAN	Homo sapiens	3	0.7202
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7194
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7194
Dodecin	Q5SIE3	DODEC_THET8	Thermus thermophilus	4	0.7189
Protoporphyrinogen oxidase	P50336	PPOX_HUMAN	Homo sapiens	2	0.7186
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7184
Multidrug transporter MdfA	P0AEY8	MDFA_ECOLI	Escherichia coli	3	0.7176
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7174
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7173
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7169
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7167
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7164
Tyrosine-protein kinase Lyn	P25911	LYN_MOUSE	Mus musculus	3	0.7158
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7132
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7126
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7125
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7120
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7105
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7103
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7078
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7067
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	3	0.7045
Bifunctional F420 biosynthesis protein FbiB	P9WP79	FBIB_MYCTU	Mycobacterium tuberculosis	5	0.7034
Proto-oncogene tyrosine-protein kinase Src	P12931	SRC_HUMAN	Homo sapiens	3	0.7032
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7023
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7015

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