5-Methylmellein

Details

• Internal ID: 83de41e3-c8fe-4811-8566-dc20049852f8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-8-hydroxy-3,5-dimethyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C=CC(=C2C(=O)O1)O)C
• SMILES (Isomeric): C[C@@H]1CC2=C(C=CC(=C2C(=O)O1)O)C
• InChI: InChI=1S/C11H12O3/c1-6-3-4-9(12)10-8(6)5-7(2)14-11(10)13/h3-4,7,12H,5H2,1-2H3/t7-/m1/s1
• InChI Key: YETSBBYQOFXYGV-SSDOTTSWSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7734-92-1
• Mellein, 5-methyl-
• (-)-5-Methylmellein
• (3R)-5-Methylmellein
• 461BW4X8WN
• (R)-8-hydroxy-3,5-dimethylisochroman-1-one
• UNII-461BW4X8WN
• CHEMBL461985
• (3R)-8-hydroxy-3,5-dimethyl-3,4-dihydroisochromen-1-one
• 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3,5-dimethyl-, (R)-
• Isocoumarin, 3,4-dihydro-8-hydroxy-3,5-dimethyl-, (R)-
• 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3,5-dimethyl-, (3R)-
• (3R)-8-Hydroxy-3,5-dimethyl-3,4-dihydro-1H-2-benzopyran-1-one
• 5- Methylochracin
• (?)-5-Methylmellein
• 5-Methyl-(R)-(-)-Mellein
• DTXSID50564248
• BDBM50523994
• EX-3307
• F77577
• Q27258884

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6452	64.52%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6243	62.43%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9231	92.31%
P-glycoprotein inhibitior	-	0.9554	95.54%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	-	0.5646	56.46%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	+	0.8012	80.12%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	-	0.8945	89.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9631	96.31%
Eye irritation	+	0.8740	87.40%
Skin irritation	+	0.5133	51.33%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6767	67.67%
Micronuclear	-	0.5482	54.82%
Hepatotoxicity	+	0.8052	80.52%
skin sensitisation	-	0.7372	73.72%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4935	49.35%
Acute Oral Toxicity (c)	III	0.3586	35.86%
Estrogen receptor binding	-	0.7626	76.26%
Androgen receptor binding	+	0.5640	56.40%
Thyroid receptor binding	-	0.7453	74.53%
Glucocorticoid receptor binding	-	0.8798	87.98%
Aromatase binding	-	0.9258	92.58%
PPAR gamma	-	0.5753	57.53%
Honey bee toxicity	-	0.9661	96.61%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9132	91.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.54%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.20%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.18%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.11%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.02%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.77%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.14%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%

Plants that contains it

• Achlys triphylla
• Adenocarpus foliolosus
• Albizia procera
• Allium neapolitanum
• Artemisia giraldii
• Azadirachta indica
• Bulbophyllum protractum
• Calystegia pubescens
• Cycas armstrongii
• Cycas revoluta
• Cypripedium calceolus
• Diospyros japonica
• Ephedra aphylla
• Euphorbia plumerioides
• Garcinia atroviridis
• Hortonia floribunda
• Lactuca sativa
• Lampranthus sociorum
• Licaria armeniaca
• Mammillaria magnimamma
• Munronia pinnata
• Perymenium mendezii
• Picea glauca
• Plectocephalus chilensis
• Pongamia pinnata
• Protium tonkinense
• Quercus suber
• Seriphidium porrectum
• Tarchonanthus camphoratus
• Trichilia hirta
• Typha domingensis
• Uncaria rhynchophylla

Cross-Links

• PubChem: 14807789
• NPASS: NPC291454
• LOTUS: LTS0114690
• wikiData: Q27258884