9-[4-[5-(4,5-Dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-1,8-dihydroxy-5-methoxy-3-methylbenzo[a]anthracene-7,12-dione

Details

• Internal ID: 1092f3e2-65b5-457d-82fd-aae6605b7f28
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: 9-[4-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-1,8-dihydroxy-5-methoxy-3-methylbenzo[a]anthracene-7,12-dione
• SMILES (Canonical): CC1C(CCC(O1)OC2CC(OC(C2O)C)C3=C(C4=C(C=C3)C(=O)C5=C6C(=CC(=CC6=C(C=C5C4=O)OC)C)O)O)OC7CC(C(C(O7)C)O)O
• SMILES (Isomeric): CC1C(CCC(O1)OC2CC(OC(C2O)C)C3=C(C4=C(C=C3)C(=O)C5=C6C(=CC(=CC6=C(C=C5C4=O)OC)C)O)O)OC7CC(C(C(O7)C)O)O
• InChI: InChI=1S/C38H44O13/c1-15-10-21-26(46-5)12-22-32(31(21)23(39)11-15)37(44)20-7-6-19(36(43)33(20)38(22)45)27-14-28(35(42)18(4)47-27)51-29-9-8-25(16(2)48-29)50-30-13-24(40)34(41)17(3)49-30/h6-7,10-12,16-18,24-25,27-30,34-35,39-43H,8-9,13-14H2,1-5H3
• InChI Key: SPABTTCNMTWDLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄O₁₃
• Molecular Weight: 708.70 g/mol
• Exact Mass: 708.27819145 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8108	81.08%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7655	76.55%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.8818	88.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.9007	90.07%
P-glycoprotein inhibitior	+	0.6763	67.63%
P-glycoprotein substrate	+	0.7218	72.18%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.6215	62.15%
CYP2C8 inhibition	+	0.6363	63.63%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4181	41.81%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8189	81.89%
Acute Oral Toxicity (c)	II	0.3868	38.68%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.6775	67.75%
Thyroid receptor binding	-	0.5089	50.89%
Glucocorticoid receptor binding	+	0.7486	74.86%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.7306	73.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9494	94.94%

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	99.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.11%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.57%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.88%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.98%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.72%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.69%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.24%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.11%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.68%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.49%	96.21%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.37%	82.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.93%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.73%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	87.36%	91.00%
CHEMBL2535	P11166	Glucose transporter	87.17%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.95%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.33%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.32%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.49%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.94%	96.77%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.55%	97.31%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.87%	96.67%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.37%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.91%	96.43%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.64%	99.15%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.55%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.28%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.16%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815309
• LOTUS: LTS0078270
• wikiData: Q104197485