Mellein

Details

• Internal ID: dfa6e2ea-9385-4624-9725-b97d41f99f76
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C(=CC=C2)O)C(=O)O1
• SMILES (Isomeric): CC1CC2=C(C(=CC=C2)O)C(=O)O1
• InChI: InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3
• InChI Key: KWILGNNWGSNMPA-UHFFFAOYSA-N
• Popularity: 204 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Ochracin
• 17397-85-2
• 3,4-Dihydro-8-hydroxy-3-methylisocoumarin
• 1200-93-7
• 8-hydroxy-3-methylisochroman-1-one
• AO-2
• (+/-)-MELLEIN
• 8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
• 3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one
• 8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
• 8-HYDROXY-3-METHYL-ISOCHROMAN-1-ONE
• 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-
• ISOCOUMARIN, 3,4-DIHYDRO-8-HYDROXY-3-METHYL-
• CHEMBL226090
• CHEBI:38760
• 8-Hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one
• 3,4-Dihydro-8-hydroxy-3-methyl-(1H)-2-benzopyran-1-one
• Antibiotic AO-2
• Antibiotic BV-1
• BV-1
• starbld0003745
• (.+/-.)-Mellein
• ALM-9
• SCHEMBL1230955
• (R)-3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one; (R)-Mellein
• SCHEMBL13925643
• DTXSID60891794
• BDBM50208249
• AKOS006228659
• 3-methyl-8-hydroxy-3,4-dihydroisocoumarin
• CS-0225132
• E82508
• EN300-1228708
• Q6813065
• 3-Methyl-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one
• Z1198723372
• Isocoumarin, 3,4-dihydro-8-hydroxy-3-methyl, (.+/-.)-
• 3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one, (.+/-.)-
• InChI=1/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6264	62.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6470	64.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9906	99.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9360	93.60%
CYP3A4 substrate	-	0.5658	56.58%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.9187	91.87%
CYP2C9 inhibition	-	0.5575	55.75%
CYP2C19 inhibition	-	0.6935	69.35%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	+	0.8304	83.04%
CYP2C8 inhibition	-	0.9813	98.13%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4840	48.40%
Eye corrosion	-	0.9437	94.37%
Eye irritation	+	0.9345	93.45%
Skin irritation	+	0.6039	60.39%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8106	81.06%
Micronuclear	+	0.6099	60.99%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.7215	72.15%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5924	59.24%
Acute Oral Toxicity (c)	I	0.3942	39.42%
Estrogen receptor binding	-	0.8721	87.21%
Androgen receptor binding	-	0.4864	48.64%
Thyroid receptor binding	-	0.7974	79.74%
Glucocorticoid receptor binding	-	0.9014	90.14%
Aromatase binding	-	0.9299	92.99%
PPAR gamma	-	0.7646	76.46%
Honey bee toxicity	-	0.9675	96.75%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8051	80.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.48%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.37%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.12%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.32%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.20%	94.00%

Plants that contains it

• Ficus subcuneata
• Garcinia bancana
• Garcinia mangostana
• Picea glauca
• Scutellaria baicalensis
• Tagetes lucida
• Theobroma cacao

Cross-Links

• PubChem: 28516
• LOTUS: LTS0027076
• wikiData: Q6813065