6,7,8-Trihydroxy-3-methyl-1H-isochromen-1-one

Details

• Internal ID: 594409df-b55d-482b-bdea-344a5af04bc7
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,7,8-trihydroxy-3-methylisochromen-1-one
• SMILES (Canonical): CC1=CC2=CC(=C(C(=C2C(=O)O1)O)O)O
• SMILES (Isomeric): CC1=CC2=CC(=C(C(=C2C(=O)O1)O)O)O
• InChI: InChI=1S/C10H8O5/c1-4-2-5-3-6(11)8(12)9(13)7(5)10(14)15-4/h2-3,11-13H,1H3
• InChI Key: FBJMEOFSLTXPKH-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.17 g/mol
• Exact Mass: 208.03717335 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 6,7,8-Trihydroxy-3-methyl-1H-isochromen-1-one
• SCHEMBL16431371
• 3-Methyl-6,7,8-trihydroxyisocoumarin
• 6,7,8-trihydroxy-3-methyl-isocoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8416	84.16%
Caco-2	-	0.5670	56.70%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9328	93.28%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.9613	96.13%
CYP3A4 substrate	-	0.6061	60.61%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7286	72.86%
CYP2C9 inhibition	-	0.9698	96.98%
CYP2C19 inhibition	-	0.9774	97.74%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	+	0.7821	78.21%
CYP2C8 inhibition	-	0.9139	91.39%
CYP inhibitory promiscuity	-	0.7777	77.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.9372	93.72%
Skin irritation	+	0.5489	54.89%
Skin corrosion	-	0.8965	89.65%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8344	83.44%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7048	70.48%
Acute Oral Toxicity (c)	III	0.4548	45.48%
Estrogen receptor binding	-	0.4759	47.59%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	-	0.7203	72.03%
Glucocorticoid receptor binding	+	0.7426	74.26%
Aromatase binding	-	0.5867	58.67%
PPAR gamma	+	0.5565	55.65%
Honey bee toxicity	-	0.9652	96.52%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	96.31%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.85%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.49%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.06%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.75%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.48%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	84.27%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.41%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.27%	85.11%

Plants that contains it

• Senna didymobotrya

Cross-Links

• PubChem: 45093102
• NPASS: NPC10093
• LOTUS: LTS0112104
• wikiData: Q103818860