Hymecromone

Details

• Internal ID: 54012a18-33a2-47f8-ad32-be09fcb9d80b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-4-methylchromen-2-one
• SMILES (Canonical): CC1=CC(=O)OC2=C1C=CC(=C2)O
• SMILES (Isomeric): CC1=CC(=O)OC2=C1C=CC(=C2)O
• InChI: InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
• InChI Key: HSHNITRMYYLLCV-UHFFFAOYSA-N
• Popularity: 4,260 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17 g/mol
• Exact Mass: 176.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Hymecromone
• 90-33-5
• 7-HYDROXY-4-METHYLCOUMARIN
• 7-Hydroxy-4-methyl-2H-chromen-2-one
• Imecromone
• beta-Methylumbelliferone
• Cantabiline
• Cholestil
• Mendiaxon
• 4-Methyl-7-hydroxycoumarin
• Bilcolic
• Bilicante
• Cantabilin
• 4-MU
• Coumarin 4
• Cholonerton
• Hymecromon
• Crodimon
• Eurogale
• Medilla
• Cumarote-C
• Omega 127
• Pilot 447
• Resocyanine
• 2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-
• 4-Methylumbelliferon
• Himecromona
• Hymecromonum
• NSC 9408
• NSC 19026
• 7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran
• 7-Hydroxy-4-methyl-2H-1-benzopyran-2-one
• 7-hydroxy-4-methylchromen-2-one
• Imecromone [DCIT]
• LM 94
• Cholspasmin
• Coumarin, 7-hydroxy-4-methyl-
• C10H8O3
• LM-94
• Hymecromonum [INN-Latin]
• 7-hydroxy-4-methyl-chromen-2-one
• Himecromona [INN-Spanish]
• MFCD00006866
• 7-hydroxy-4-methyl-coumarin
• 2H-1-Benzopyran, 7-hydroxy-4-methyl-2-oxo-
• 2H-1-Benzopyren-2-one, 7-hydroxy-4-methyl-
• 4-Methylumbelliferon [Czech]
• 7-Hydroxy-4-methyl-2-oxo-3-chromene
• 4-Methylumbelliferone (4-MU)
• CCRIS 5926
• NSC9408
• NSC-9408
• NSC19026
• EINECS 201-986-7
• NSC-19026
• .beta.-Methylumbelliferone
• 79566-13-5
• BRN 0142217
• 7-hydroxy-4-methyl coumarin
• 4-Methyl-7-hydroxy-coumarin
• CHEMBL12208
• UNII-3T5NG4Q468
• AI3-08085
• Hymecromone [USAN:INN:JAN]
• DTXSID8025670
• CHEBI:17224
• 3T5NG4Q468
• Hymecromone [USAN:INN:BAN:JAN]
• 2-Hydroxy-4-methyl-7H-chromen-7-one
• CAS-90-33-5
• NCGC00016345-01
• 5-18-01-00439 (Beilstein Handbook Reference)
• DTXCID805670
• METHYLUMBELLIFERONE, BETA
• WLN: T66 BOVJ E1 IQ
• Hymechrome
• SMR000471886
• 4 Methylumbelliferone
• Himecol
• Biliton H
• 2H-1-Benzopyran-2-one,7-hydroxy-4-methyl-
• Hymecromohe,(S)
• Cantabiline (TN)
• 4MU
• ZZ1
• A-Methylumbelliferone
• 4-methyl umbelliferone
• 4-Methyl-umbelliferone
• Coumarin derivative, 3b
• HYMECROMONE [MI]
• Maybridge1_002078
• Prestwick0_000901
• Prestwick1_000901
• Prestwick2_000901
• Prestwick3_000901
• HYMECROMONE [INN]
• HYMECROMONE [JAN]
• Umbelliferone, 4-methyl-
• HYMECROMONE [USAN]
• 7-Hydroxy-4-methlcoumarin
• 7H-1-Benzopyran-7-one, 2-hydroxy-4-methyl-
• Methylumbelliferone, .beta.
• 4-methyl-7-hydroxy-cumarin
• 7-hydroxy-4-methyl-coumari
• HYMECROMONE [MART.]
• SCHEMBL24150
• BSPBio_000742
• HYMECROMONE [WHO-DD]
• 7-hydroxy-4-methyl coumarine
• MLS001074671
• MLS004491718
• 4-Methyl-7-hydroxyl Coumarin
• SPBio_002941
• 4-Methylumbelliferone - 4-MU
• BPBio1_000818
• MEGxp0_001898
• 7-hydroxy-4-methyl-2-coumarin
• 4-Methylumbelliferone, >=98%
• ACon1_002401
• cid_5280567
• HMS547G10
• Hymecromone (JP17/USAN/INN)
• 7-Hydroxy-4-methyl-2-chromenone
• HMS1570F04
• HMS2097F04
• HMS2267L19
• HMS3264E04
• HMS3655L16
• HMS3714F04
• HYMECROMONE [EP MONOGRAPH]
• Pharmakon1600-01506174
• BCP06770
• HY-N0187
• Tox21_110385
• Tox21_300915
• BBL000531
• BDBM50022178
• CCG-47894
• NSC760397
• s2256
• STK364326
• 7-Hydroxy-4-methyl-2H-2-chromenone
• AKOS000119370
• Tox21_110385_1
• AM85958
• CS-7560
• CS-O-04509
• DB07118
• LS-1910
• NSC-760397
• NCGC00016345-02
• NCGC00016345-03
• NCGC00016345-04
• NCGC00016345-05
• NCGC00016345-08
• NCGC00016345-09
• NCGC00169880-01
• NCGC00169880-02
• NCGC00257522-01
• 7-Hydroxy-4-methyl-2H-chromen-2-one #
• AC-22306
• AS-13247
• NCI60_042099
• SY017941
• 2-Hydroxy-4-methyl-7H-1-benzopyran-7-one
• AB00443536
• FT-0602257
• FT-0658701
• FT-0660634
• M0453
• SW197287-3
• EN300-16753
• C03081
• D00170
• D70647
• M-5410
• 7-Hydroxy-4-methylcoumarin|4-Methylumbelliferone
• AB00443536_08
• A843515
• Q904431
• SR-01000637483
• SR-01000637483-1
• SR-01000637483-3
• BRD-K46424862-001-02-6
• BRD-K46424862-001-04-2
• Z56763041
• F0849-0318
• F1918-0038

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8965	89.65%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6005	60.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	+	0.9920	99.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9603	96.03%
P-glycoprotein substrate	-	0.7665	76.65%
CYP3A4 substrate	-	0.5747	57.47%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8379	83.79%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9725	97.25%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	-	0.6714	67.14%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9095	90.95%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7241	72.41%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7958	79.58%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4733	47.33%
Acute Oral Toxicity (c)	III	0.8133	81.33%
Estrogen receptor binding	+	0.5919	59.19%
Androgen receptor binding	+	0.8412	84.12%
Thyroid receptor binding	-	0.7447	74.47%
Glucocorticoid receptor binding	+	0.8381	83.81%
Aromatase binding	+	0.6610	66.10%
PPAR gamma	-	0.5066	50.66%
Honey bee toxicity	-	0.9621	96.21%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8608	86.08%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	12589.3 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	15848.9 nM	Potency	via CMAUP
CHEMBL1900	P15121	Aldose reductase	24500 nM	IC50	PMID: 20805028
CHEMBL2524	P06280	Alpha-galactosidase A	28183.8 nM	Potency	via CMAUP
CHEMBL3594	Q16790	Carbonic anhydrase IX	560 nM; 560 nM	Ki; Ki	PMID: 22077347; via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	8100 nM	Ki	PMID: 22077347
CHEMBL4801	P29466	Caspase-1	12589.3 nM	Potency	via CMAUP
CHEMBL3468	P55210	Caspase-7	12589.3 nM	Potency	via CMAUP
CHEMBL3356	P05177	Cytochrome P450 1A2	3981.07 nM	AC50	via CMAUP
CHEMBL3397	P11712	Cytochrome P450 2C9	12589.3 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	10000 nM; 2511.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4234	P37058	Estradiol 17-beta-dehydrogenase 3	1000 nM	IC50	PMID: 19954971
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	19952.6 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	25118.9 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	4.5 nM; 4.5 nM	Potency; Potency	via Super-PRED; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.11%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.03%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.06%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	88.81%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.35%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.93%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.70%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.83%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.12%	94.00%

Plants that contains it

• Dalbergia volubilis
• Ferula fukanensis
• Reynoutria multiflora

Cross-Links

• PubChem: 5280567
• NPASS: NPC52247
• ChEMBL: CHEMBL12208
• LOTUS: LTS0036677
• wikiData: Q904431