6,10-dihydroxy-5,7-dimethoxy-1,3-dimethyl-1H-benzo[g]isochromene-8,9-dione

Details

• Internal ID: 562d71a3-0849-4455-82a7-7aafa5b9377f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 6,10-dihydroxy-5,7-dimethoxy-1,3-dimethyl-1H-benzo[g]isochromene-8,9-dione
• InChI: InChI=1S/C17H16O7/c1-6-5-8-9(7(2)24-6)12(18)10-11(16(8)22-3)14(20)17(23-4)15(21)13(10)19/h5,7,18,20H,1-4H3
• InChI Key: VFGPLQKPHMEUAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.6795	67.95%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6134	61.34%
P-glycoprotein inhibitior	-	0.7321	73.21%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.5465	54.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	+	0.5515	55.15%
CYP2D6 inhibition	-	0.7725	77.25%
CYP1A2 inhibition	+	0.8656	86.56%
CYP2C8 inhibition	-	0.8086	80.86%
CYP inhibitory promiscuity	+	0.6939	69.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Non-required	0.4963	49.63%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.4909	49.09%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.5818	58.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5240	52.40%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6410	64.10%
Acute Oral Toxicity (c)	II	0.5621	56.21%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	-	0.5893	58.93%
Thyroid receptor binding	-	0.5128	51.28%
Glucocorticoid receptor binding	+	0.6007	60.07%
Aromatase binding	-	0.5348	53.48%
PPAR gamma	+	0.6841	68.41%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9374	93.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.87%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.27%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.85%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%

Plants that contains it

• Camptotheca acuminata
• Ventilago leiocarpa

Cross-Links

• PubChem: 5315180
• NPASS: NPC181398