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Mysorenone-C

Family: Plantae - Hypericaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Sesquiterpene

Canonical Smiles	CC(C)(C=C)C(=O)C(=O)/C=C(/C1=CC=CC=C1)\O
InChI	InChI=1S/C15H16O3/c1-4-15(2,3)14(18)13(17)10-12(16)11-8-6-5-7-9-11/h4-10,16H,1H2,2-3H3/b12-10-
InChIKey	PJGXSGJFZMMTHH-BENRWUELSA-N
Formula	C₁₅H₁₆O₃
HBA	3
HBD	1
MW	244.29
Rotatable Bonds	5
TPSA	54.37
LogP	2.94
Number Rings	1
Number Aromatic Rings	1
Heavy Atom Count	18
Formal Charge	0
Fraction CSP3	0.2
Exact Mass	244.11
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Hypericum peplidifolium	Hypericaceae	Plantae	1321341

Showing of synonyms

Fobofou SA, Harmon CR, et al. (2016). Prenylated phenyl polyketides and acylphloroglucinols from Hypericum peplidifolium.. Phytochemistry,2016, 124, 108-113. [View] [PubMed]

Pubchem: 163184437

Cas: 98263-91-3

Zinc: ZINC000225725244

Nmrshiftdb2: 70016620

No compound-protein relationship available.

SMILES: c1ccccc1

Level: 0

Mol. Weight: 244.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.27
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.02
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.51

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.59
Plasma Protein Binding: 38.33
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-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: 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: 3.61
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 0.41
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.52
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.18
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: Safe
T. Pyriformis: 3.33
Rat (Acute): 1.86
Rat (Chronic Oral): 2.2
Fathead Minnow: 4.24
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 302.01
Hydration Free Energy: -10.49
Log(D) at pH=7.4: 2.21
Log(P): 3.45
Log S: -3.73
Log(Vapor Pressure): -5.34
Melting Point: 83.73
pKa Acid: 8.62
pKa Basic: 3.06

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.9602
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.9084
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.9007
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.8946
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.8639
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	2	0.8602
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8590
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.8385
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8155
Prenyltransferase	Q4R2T2	Q4R2T2_STRC1	Streptomyces sp	2	0.8037
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7966
Cyclic nucleotide-binding domain-containing protein	E0RR11	E0RR11_SPITD	Spirochaeta thermophila	2	0.7931
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7771
Cyclic nucleotide-gated potassium channel mll3241	Q98GN8	CNGK1_RHILO	Mesorhizobium japonicum)	2	0.7766
cGMP-dependent protein kinase 2	Q13237	KGP2_HUMAN	Homo sapiens	2	0.7751
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7727
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7679
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7652
Agglutinin alpha chain	P18674	LECA_MACPO	Maclura pomifera	3	0.7651
Flavin reductase like domain-containing protein	Q4UKE8	Q4UKE8_RICFE	Rickettsia felis	3	0.7633
Adenylate cyclase 2	A0A2U2H3Y1	A0A384LKY8_YERPE	Yersinia pestis	2	0.7619
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7609
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	2	0.7594
Prostaglandin F2a synthase	Q8I6L9	Q8I6L9_TRYCR	Trypanosoma cruzi	2	0.7581
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	2	0.7576
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7569
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7550
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7547
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	2	0.7540
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7528
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	O88703	HCN2_MOUSE	Mus musculus	2	0.7513
Pyruvate:ferredoxin oxidoreductase	P94692	PFOR_DESAF	Desulfocurvibacter africanus	3	0.7511
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7511
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	2	0.7500
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7500
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7492
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7491
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7490
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7487
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	2	0.7484
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7478
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7477
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7469
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7467
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	2	0.7467
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7464
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7456
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7441
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	2	0.7441
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	2	0.7429
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	2	0.7416
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7411
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7411
Purine nucleoside phosphorylase DeoD-type	Q5EEL8	DEOD_BACCE	Bacillus cereus	2	0.7406
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	2	0.7404
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	2	0.7395
Purine nucleoside phosphorylase	Q8I3X4	Q8I3X4_PLAF7	Plasmodium falciparum	2	0.7394
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7390
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	2	0.7382
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7370
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	2	0.7363
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	2	0.7354
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7348
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	2	0.7345
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7344
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7343
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7335
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	2	0.7329
Purine nucleoside phosphorylase DeoD-type	Q5EEL8	DEOD_BACCE	Bacillus cereus	2	0.7329
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7324
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7324
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7315
Cyclic AMP receptor protein	Q5SID7	CRP_THET8	Thermus thermophilus	2	0.7313
Phenylpyruvate C(3)-methyltransferase	Q643C8	MPPJ_STRHY	Streptomyces hygroscopicus	2	0.7305
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	2	0.7301
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7295
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7293
Reaction center protein L chain	P0C0Y7	RCEH_RHOSH	Rhodobacter sphaeroides	3	0.7292
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7290
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7281
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7276
Phosphotriesterase	Q5KZU5	Q5KZU5_GEOKA	Geobacillus kaustophilus	2	0.7274
F420-dependent methylenetetrahydromethanopterin dehydrogenase	P94951	MTD_METKA	Methanopyrus kandleri	2	0.7269
Alanine racemase	Q180W0	Q180W0_CLOD6	Clostridioides difficile	2	0.7269
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	2	0.7263
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	2	0.7250
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	2	0.7246
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	2	0.7245
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7236
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	2	0.7235
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7234
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	2	0.7231
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7229
Metallophosphoesterase	A3DJ38	A3DJ38_HUNT2	Clostridium thermocellum	2	0.7228
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	2	0.7221
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	2	0.7221
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7215
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7214
Nucleoside diphosphate kinase	Q5UQL3	NDK_MIMIV	Acanthamoeba polyphaga mimivirus	2	0.7207
D-alanyl-D-alanine carboxypeptidase	P15555	DAC_STRSR	Streptomyces sp	2	0.7206
Cyclin-dependent kinase 8	P49336	CDK8_HUMAN	Homo sapiens	2	0.7206
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	2	0.7203
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	2	0.7201
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7194
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7192
Beta-glucosidase 12	B8AVF0	BGL12_ORYSI	Oryza sativa subsp. indica	2	0.7189
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7173
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	O88703	HCN2_MOUSE	Mus musculus	2	0.7173
Phospholipase A2	P00593	PA21B_BOVIN	Bos taurus	2	0.7172
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7170
Matrix metalloproteinase-20	O60882	MMP20_HUMAN	Homo sapiens	2	0.7170
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7161
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7158
Alpha/beta hydrolase fold	A5VAT9	A5VAT9_SPHWW	Sphingomonas wittichii	2	0.7155
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Q9Y3Z3	SAMH1_HUMAN	Homo sapiens	2	0.7154
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7150
Inosine-5'-monophosphate dehydrogenase	P50097	IMDH_TRIFO	Tritrichomonas foetus	2	0.7149
Snake venom metalloproteinase atrolysin-D	P15167	VM1AD_CROAT	Crotalus atrox	2	0.7147
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7145
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7143
DNA-binding transcriptional dual regulator CRP	P0ACJ8	CRP_ECOLI	Escherichia coli	2	0.7142
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7130
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	2	0.7125
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7119
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7116
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7116
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7114
Bis(5'-adenosyl)-triphosphatase	P49789	FHIT_HUMAN	Homo sapiens	2	0.7110
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7107
Putative FAD-dependent oxygenase EncM	Q9KHK2	Q9KHK2_9ACTN	Streptomyces maritimus	2	0.7103
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	2	0.7098
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7086
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7081
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	2	0.7080
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7078
1-deoxy-D-xylulose 5-phosphate reductoisomerase	P45568	DXR_ECOLI	Escherichia coli	2	0.7068
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	2	0.7067
Nucleoside diphosphate kinase	A5J299	A5J299_PENVA	Penaeus vannamei	2	0.7065
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7055
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7053
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7051
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	2	0.7042
D-cysteine desulfhydrase	Q8ZNT7	DCYD_SALTY	Salmonella typhimurium	2	0.7039
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7034
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7029
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7029
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	2	0.7025
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7024
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7023
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	2	0.7023
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7023
Acidic phospholipase A2 3	P60045	PA2A3_NAJSG	Naja sagittifera	2	0.7022
Disintegrin and metalloproteinase domain-containing protein 17	P78536	ADA17_HUMAN	Homo sapiens	2	0.7017
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	2	0.7014
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	2	0.7014
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	2	0.7013
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7011
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	2	0.7008
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7007
Thiazole tautomerase	P25053	TENI_BACSU	Bacillus subtilis	2	0.7004
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7003

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