2-(9,10-Dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydrobenzo[g]isochromen-5-yl)-1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 57ffe5c4-1060-4ec7-9544-e98b2e9891ff
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 2-(9,10-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydrobenzo[g]isochromen-5-yl)-1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1CC2=C(C3=C(C(=CC(=C3)OC)O)C(=C2C(=O)O1)O)C4=C(C=C5C(=C4O)C(=O)C6=C(C5=O)C=C(C=C6O)C)OC
• SMILES (Isomeric): CC1CC2=C(C3=C(C(=CC(=C3)OC)O)C(=C2C(=O)O1)O)C4=C(C=C5C(=C4O)C(=O)C6=C(C5=O)C=C(C=C6O)C)OC
• InChI: InChI=1S/C31H24O10/c1-11-5-16-23(18(32)6-11)28(35)24-17(27(16)34)10-20(40-4)26(30(24)37)21-14-7-12(2)41-31(38)25(14)29(36)22-15(21)8-13(39-3)9-19(22)33/h5-6,8-10,12,32-33,36-37H,7H2,1-4H3
• InChI Key: BUWQXVFFIWOOMQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₄O₁₀
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.13694696 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8350	83.50%
Caco-2	-	0.7185	71.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9170	91.70%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	-	0.6139	61.39%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	+	0.6268	62.68%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.7279	72.79%
CYP2C9 inhibition	-	0.6575	65.75%
CYP2C19 inhibition	-	0.8727	87.27%
CYP2D6 inhibition	-	0.7340	73.40%
CYP1A2 inhibition	-	0.5240	52.40%
CYP2C8 inhibition	+	0.5766	57.66%
CYP inhibitory promiscuity	-	0.6430	64.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8515	85.15%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	+	0.6863	68.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7354	73.54%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9490	94.90%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6258	62.58%
Acute Oral Toxicity (c)	I	0.4919	49.19%
Estrogen receptor binding	+	0.8572	85.72%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	+	0.5555	55.55%
PPAR gamma	+	0.6825	68.25%
Honey bee toxicity	-	0.7575	75.75%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9621	96.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.38%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.25%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.90%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.15%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.10%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.69%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.05%	96.21%
CHEMBL2535	P11166	Glucose transporter	92.81%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.64%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.04%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL3438	Q05513	Protein kinase C zeta	85.65%	88.48%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.49%	91.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	83.81%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.93%	91.07%
CHEMBL4208	P20618	Proteasome component C5	82.70%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.35%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%

Plants that contains it

• Pyrenacantha kaurabassana

Cross-Links

• PubChem: 122178801
• LOTUS: LTS0197234
• wikiData: Q104946365