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

Details

• Internal ID: 57c46f04-92b7-46cc-b5a4-524886689d21
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: 1-hydroxy-8-[4-hydroxy-5-[5-hydroxy-4-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methylbenzo[a]anthracene-7,12-dione
• SMILES (Canonical): CC1C(CCC(O1)OC2CC(OC(C2O)C)OC3C(OC(CC3O)OC4=CC=CC5=C4C(=O)C6=C(C5=O)C7=C(C=C6)C=C(C=C7O)C)C)O
• SMILES (Isomeric): CC1C(CCC(O1)OC2CC(OC(C2O)C)OC3C(OC(CC3O)OC4=CC=CC5=C4C(=O)C6=C(C5=O)C7=C(C=C6)C=C(C=C7O)C)C)O
• InChI: InChI=1S/C37H42O12/c1-16-12-20-8-9-22-33(31(20)24(39)13-16)36(43)21-6-5-7-26(32(21)35(22)42)47-29-14-25(40)37(19(4)46-29)49-30-15-27(34(41)18(3)45-30)48-28-11-10-23(38)17(2)44-28/h5-9,12-13,17-19,23,25,27-30,34,37-41H,10-11,14-15H2,1-4H3
• InChI Key: DCHBHHSDCGPCLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₂
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.26762677 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9264	92.64%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	-	0.2335	23.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.6574	65.74%
P-glycoprotein substrate	+	0.6813	68.13%
CYP3A4 substrate	+	0.6934	69.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8068	80.68%
CYP3A4 inhibition	-	0.9595	95.95%
CYP2C9 inhibition	-	0.9625	96.25%
CYP2C19 inhibition	-	0.9407	94.07%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.5264	52.64%
CYP2C8 inhibition	+	0.5810	58.10%
CYP inhibitory promiscuity	-	0.9787	97.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6050	60.50%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5975	59.75%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.7062	70.62%
Aromatase binding	+	0.6177	61.77%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9586	95.86%

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	99.55%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.80%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.06%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.85%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.77%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.91%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.87%	96.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.72%	83.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.29%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.51%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.17%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.40%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.30%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.91%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.82%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.60%	97.14%
CHEMBL4302	P08183	P-glycoprotein 1	83.34%	92.98%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.15%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.63%	96.38%
CHEMBL4530	P00488	Coagulation factor XIII	81.08%	96.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.90%	96.39%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.78%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	80.22%	91.19%
CHEMBL2056	P21728	Dopamine D1 receptor	80.09%	91.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75597902
• LOTUS: LTS0131334
• wikiData: Q103818265