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

Details

• Internal ID: 62b5e048-4b1a-4d56-8fde-1aabf449d9d5
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (1R,3S)-7,10-dihydroxy-5,8-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione
• SMILES (Canonical): CC1CC2=C(C(O1)C)C(=C3C(=C2OC)C(=O)C(=C(C3=O)OC)O)O
• SMILES (Isomeric): C[C@H]1CC2=C([C@H](O1)C)C(=C3C(=C2OC)C(=O)C(=C(C3=O)OC)O)O
• InChI: InChI=1S/C17H18O7/c1-6-5-8-9(7(2)24-6)12(18)10-11(16(8)22-3)13(19)15(21)17(23-4)14(10)20/h6-7,18,21H,5H2,1-4H3/t6-,7+/m0/s1
• InChI Key: RVZCNHHDKHVNPP-NKWVEPMBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.22
• 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	+	0.9523	95.23%
Caco-2	-	0.5418	54.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5987	59.87%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7762	77.62%
P-glycoprotein inhibitior	-	0.7278	72.78%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5437	54.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.6763	67.63%
CYP2C19 inhibition	+	0.5128	51.28%
CYP2D6 inhibition	-	0.6628	66.28%
CYP1A2 inhibition	+	0.8353	83.53%
CYP2C8 inhibition	-	0.8577	85.77%
CYP inhibitory promiscuity	+	0.5345	53.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5345	53.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.7406	74.06%
Skin irritation	-	0.7377	73.77%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6857	68.57%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4922	49.22%
Acute Oral Toxicity (c)	I	0.3701	37.01%
Estrogen receptor binding	+	0.6267	62.67%
Androgen receptor binding	-	0.6533	65.33%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	-	0.5779	57.79%
PPAR gamma	+	0.5862	58.62%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	98.49%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.25%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%

Plants that contains it

• Ventilago denticulata

Cross-Links

• PubChem: 162863296
• LOTUS: LTS0245256
• wikiData: Q105246397