(1R,3S)-5,8,10-trihydroxy-7-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione

Details

• Internal ID: 0556866c-cc0b-472e-b6f1-ec5a60a69c7e
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (1R,3S)-5,8,10-trihydroxy-7-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione
• InChI: InChI=1S/C16H16O7/c1-5-4-7-8(6(2)23-5)12(18)10-9(11(7)17)14(20)16(22-3)15(21)13(10)19/h5-6,17-18,21H,4H2,1-3H3/t5-,6+/m0/s1
• InChI Key: HTQUGNSRVPGZHC-NTSWFWBYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9604	96.04%
Caco-2	-	0.6616	66.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5672	56.72%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8601	86.01%
P-glycoprotein inhibitior	-	0.7327	73.27%
P-glycoprotein substrate	-	0.8648	86.48%
CYP3A4 substrate	+	0.5158	51.58%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.7965	79.65%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	-	0.5502	55.02%
CYP2D6 inhibition	-	0.7099	70.99%
CYP1A2 inhibition	+	0.8413	84.13%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.5824	58.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.6322	63.22%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	+	0.6346	63.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6868	68.68%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8062	80.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4834	48.34%
Acute Oral Toxicity (c)	I	0.3417	34.17%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	-	0.6333	63.33%
Thyroid receptor binding	-	0.6794	67.94%
Glucocorticoid receptor binding	+	0.8233	82.33%
Aromatase binding	+	0.5563	55.63%
PPAR gamma	+	0.5604	56.04%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9468	94.68%

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	98.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.82%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.00%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%

Plants that contains it

• Ventilago leiocarpa

Cross-Links

• PubChem: 163012871
• LOTUS: LTS0096591
• wikiData: Q105033568