Methyl 2-[8-[9,10-dihydroxy-7-methoxy-1-oxo-3-(2-oxopropyl)-3,4-dihydrobenzo[g]isochromen-8-yl]-9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydrobenzo[g]isochromen-3-yl]acetate

Details

• Internal ID: 4956c65f-9bbe-4f92-9b35-1a9cdfa6e192
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: methyl 2-[8-[9,10-dihydroxy-7-methoxy-1-oxo-3-(2-oxopropyl)-3,4-dihydrobenzo[g]isochromen-8-yl]-9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydrobenzo[g]isochromen-3-yl]acetate
• SMILES (Canonical): CC(=O)CC1CC2=C(C(=C3C(=C2)C=C(C(=C3O)C4=C(C5=C(C6=C(CC(OC6=O)CC(=O)OC)C=C5C=C4OC)O)O)OC)O)C(=O)O1
• SMILES (Isomeric): CC(=O)CC1CC2=C(C(=C3C(=C2)C=C(C(=C3O)C4=C(C5=C(C6=C(CC(OC6=O)CC(=O)OC)C=C5C=C4OC)O)O)OC)O)C(=O)O1
• InChI: InChI=1S/C34H30O13/c1-13(35)5-18-8-14-6-16-10-20(43-2)27(31(39)23(16)29(37)25(14)33(41)46-18)28-21(44-3)11-17-7-15-9-19(12-22(36)45-4)47-34(42)26(15)30(38)24(17)32(28)40/h6-7,10-11,18-19,37-40H,5,8-9,12H2,1-4H3
• InChI Key: OSOGRLZVVUKNOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀O₁₃
• Molecular Weight: 646.60 g/mol
• Exact Mass: 646.16864101 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• methyl 2-[8-[9,10-dihydroxy-7-methoxy-1-oxo-3-(2-oxopropyl)-3,4-dihydrobenzo[g]isochromen-8-yl]-9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydrobenzo[g]isochromen-3-yl]acetate
• SC-28763
• SC 28763
• DTXSID70970408
• 3-(2-Oxopropyl)-3'-methoxycarbonyl-methyl-3,3'4,4-tetrahydro-9,9',10,10'-tetrahydroxy-7,7'-dimeth oxy-1,1'-dioxo-8,8'-bi-1H-naphtho(2,3-c)pyran
• Methyl [9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3'-(2-oxopropyl)-3,3',4,4'-tetrahydro-1H,1'H-[8,8'-binaphtho[2,3-c]pyran]-3-yl]acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8275	82.75%
Caco-2	-	0.8094	80.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6808	68.08%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9164	91.64%
P-glycoprotein inhibitior	+	0.8096	80.96%
P-glycoprotein substrate	+	0.5746	57.46%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	+	0.8166	81.66%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.8368	83.68%
CYP2C9 inhibition	-	0.7354	73.54%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.8403	84.03%
CYP1A2 inhibition	-	0.8148	81.48%
CYP2C8 inhibition	+	0.4474	44.74%
CYP inhibitory promiscuity	-	0.6022	60.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7773	77.73%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5121	51.21%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5626	56.26%
Acute Oral Toxicity (c)	I	0.4956	49.56%
Estrogen receptor binding	+	0.8330	83.30%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.5363	53.63%
Glucocorticoid receptor binding	+	0.8261	82.61%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	+	0.6668	66.68%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9766	97.66%

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	99.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.16%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.79%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.79%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.98%	98.75%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.66%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.77%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.72%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.28%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.21%	91.19%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.93%	83.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.25%	93.03%

Plants that contains it

• Atalantia buxifolia
• Santalum album

Cross-Links

• PubChem: 191357
• LOTUS: LTS0099091
• wikiData: Q105369843