6,7-dihydroxy-3-[(2S)-2-hydroxypropyl]isochromen-1-one

Details

• Internal ID: a19c0a41-778c-4760-b3fe-d36f033949a9
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,7-dihydroxy-3-[(2S)-2-hydroxypropyl]isochromen-1-one
• SMILES (Canonical): CC(CC1=CC2=CC(=C(C=C2C(=O)O1)O)O)O
• SMILES (Isomeric): C[C@@H](CC1=CC2=CC(=C(C=C2C(=O)O1)O)O)O
• InChI: InChI=1S/C12H12O5/c1-6(13)2-8-3-7-4-10(14)11(15)5-9(7)12(16)17-8/h3-6,13-15H,2H2,1H3/t6-/m0/s1
• InChI Key: OIPHGPVWSFBMDO-LURJTMIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	+	0.7068	70.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6194	61.94%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8959	89.59%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.9015	90.15%
CYP3A4 substrate	-	0.6301	63.01%
CYP2C9 substrate	-	0.5650	56.50%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9539	95.39%
CYP2C19 inhibition	-	0.9540	95.40%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.5603	56.03%
CYP2C8 inhibition	-	0.9398	93.98%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.7634	76.34%
Skin irritation	-	0.6299	62.99%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.9055	90.55%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.7872	78.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8012	80.12%
Acute Oral Toxicity (c)	III	0.4445	44.45%
Estrogen receptor binding	+	0.5618	56.18%
Androgen receptor binding	+	0.7219	72.19%
Thyroid receptor binding	-	0.6199	61.99%
Glucocorticoid receptor binding	+	0.8370	83.70%
Aromatase binding	+	0.5906	59.06%
PPAR gamma	-	0.4944	49.44%
Honey bee toxicity	-	0.9408	94.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	97.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.64%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.58%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.31%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.50%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.65%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101221820
• LOTUS: LTS0184424
• wikiData: Q104398609