(3R,4S)-7-(dihydroxymethylidene)-3,4,5-trimethyl-3,4-dihydroisochromene-6,8-dione

Details

• Internal ID: 8b3f7b5e-055c-4404-b67c-f527e60c1589
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4S)-7-(dihydroxymethylidene)-3,4,5-trimethyl-3,4-dihydroisochromene-6,8-dione
• InChI: InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,16-17H,1-3H3/t5-,7-/m1/s1
• InChI Key: JLWQFKMKUKQXMW-IYSWYEEDSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	+	0.5585	55.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7051	70.51%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9493	94.93%
P-glycoprotein inhibitior	-	0.9105	91.05%
P-glycoprotein substrate	-	0.9319	93.19%
CYP3A4 substrate	-	0.5842	58.42%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.5463	54.63%
CYP2C9 inhibition	-	0.8206	82.06%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8723	87.23%
CYP2C8 inhibition	-	0.9424	94.24%
CYP inhibitory promiscuity	-	0.8161	81.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Danger	0.6603	66.03%
Eye corrosion	-	0.9719	97.19%
Eye irritation	+	0.5949	59.49%
Skin irritation	+	0.5994	59.94%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.8754	87.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6676	66.76%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7193	71.93%
Acute Oral Toxicity (c)	III	0.4091	40.91%
Estrogen receptor binding	+	0.5975	59.75%
Androgen receptor binding	-	0.4831	48.31%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	-	0.7216	72.16%
Aromatase binding	+	0.5488	54.88%
PPAR gamma	-	0.6245	62.45%
Honey bee toxicity	-	0.9627	96.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	91.80%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	90.89%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	89.76%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.24%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Crotalaria crispata

Cross-Links

• PubChem: 219203
• LOTUS: LTS0192548
• wikiData: Q420354