5-Hydroxymethylmellein

Details

• Internal ID: 6ac2da8d-db9f-42b6-b2d0-355986282c62
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-8-hydroxy-5-(hydroxymethyl)-3-methyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C11H12O4/c1-6-4-8-7(5-12)2-3-9(13)10(8)11(14)15-6/h2-3,6,12-13H,4-5H2,1H3/t6-/m1/s1
• InChI Key: OALPOISXSLLKCP-ZCFIWIBFSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5-Hydroxymethylmellein
• BDBM50524010

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9480	94.80%
Caco-2	-	0.5290	52.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9565	95.65%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.9042	90.42%
CYP3A4 substrate	-	0.5451	54.51%
CYP2C9 substrate	+	0.6330	63.30%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.5785	57.85%
CYP2C19 inhibition	-	0.5590	55.90%
CYP2D6 inhibition	-	0.8095	80.95%
CYP1A2 inhibition	+	0.5679	56.79%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.6368	63.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.9329	93.29%
Skin irritation	-	0.7624	76.24%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7076	70.76%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8566	85.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.4318	43.18%
Estrogen receptor binding	+	0.5769	57.69%
Androgen receptor binding	+	0.5805	58.05%
Thyroid receptor binding	-	0.6895	68.95%
Glucocorticoid receptor binding	-	0.5895	58.95%
Aromatase binding	-	0.8903	89.03%
PPAR gamma	-	0.6266	62.66%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8771	87.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.20%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.69%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.87%	96.37%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.74%	99.15%

Plants that contains it

• Brucea javanica
• Euphorbia plumerioides

Cross-Links

• PubChem: 14807793
• LOTUS: LTS0040848
• wikiData: Q105188731