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-3-methylbenzo[a]anthracene-7,12-dione

Details

• Internal ID: 9750c389-16df-471b-bd67-f0c82cbf44f1
• 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-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=C(C4=O)C=CC6=C5C(=CC(=C6)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=C(C4=O)C=CC6=C5C(=CC(=C6)C)O)O)OC7CC(C(C(O7)C)O)O
• InChI: InChI=1S/C37H42O12/c1-15-11-19-5-6-21-31(30(19)23(38)12-15)36(43)22-8-7-20(35(42)32(22)37(21)44)26-14-27(34(41)18(4)45-26)49-28-10-9-25(16(2)46-28)48-29-13-24(39)33(40)17(3)47-29/h5-8,11-12,16-18,24-29,33-34,38-42H,9-10,13-14H2,1-4H3
• InChI Key: ZERODMVXPJMIMG-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): 181.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8163	81.63%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8106	81.06%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.8527	85.27%
OATP1B3 inhibitior	+	0.8411	84.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8358	83.58%
BSEP inhibitior	+	0.8337	83.37%
P-glycoprotein inhibitior	+	0.6474	64.74%
P-glycoprotein substrate	+	0.6113	61.13%
CYP3A4 substrate	+	0.6846	68.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.9641	96.41%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9584	95.84%
CYP1A2 inhibition	-	0.6065	60.65%
CYP2C8 inhibition	+	0.5708	57.08%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6689	66.89%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4843	48.43%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6300	63.00%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7040	70.40%
Acute Oral Toxicity (c)	III	0.3120	31.20%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.6881	68.81%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	99.51%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.78%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.34%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.80%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.48%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.16%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.40%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.41%	95.93%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.93%	95.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.05%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.13%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.72%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.60%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.56%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.48%	97.33%
CHEMBL2056	P21728	Dopamine D1 receptor	85.08%	91.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.47%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.10%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.84%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.73%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.25%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.13%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.88%	91.19%

Plants that contains it

• Salvia munzii

Cross-Links

• PubChem: 162815311
• LOTUS: LTS0021018
• wikiData: Q105128534