[(1R)-1-[(1R,2R,10R,11S,12S)-5-(5-acetyl-1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-2,4,12-trihydroxy-12-methyl-9,14-dioxo-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-11-yl]ethyl] acetate

Details

• Internal ID: 930be2f7-062d-4e6c-a68e-7fd61bf473b3
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: [(1R)-1-[(1R,2R,10R,11S,12S)-5-(5-acetyl-1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-2,4,12-trihydroxy-12-methyl-9,14-dioxo-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-11-yl]ethyl] acetate
• SMILES (Canonical): CC1=CC(=C2C(=C1C(=O)C)C(=O)C3=C(C2=O)C(=C(C=C3)C4=C(C5=C(C=C4)C(=O)C67C(C(CC(=O)C6(C5O)O7)(C)O)C(C)OC(=O)C)O)O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1C(=O)C)C(=O)C3=C(C2=O)C(=C(C=C3)C4=C(C5=C(C=C4)C(=O)[C@@]67[C@H]([C@@](CC(=O)[C@]6([C@@H]5O)O7)(C)O)[C@@H](C)OC(=O)C)O)O)O
• InChI: InChI=1S/C36H30O13/c1-12-10-20(39)25-26(22(12)13(2)37)29(43)18-8-6-16(27(41)23(18)30(25)44)17-7-9-19-24(28(17)42)33(46)35-21(40)11-34(5,47)31(14(3)48-15(4)38)36(35,49-35)32(19)45/h6-10,14,31,33,39,41-42,46-47H,11H2,1-5H3/t14-,31+,33-,34+,35-,36+/m1/s1
• InChI Key: JJRMFXHFOOMZIG-GANHTAAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₁₃
• Molecular Weight: 670.60 g/mol
• Exact Mass: 670.16864101 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9061	90.61%
Caco-2	-	0.8449	84.49%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4801	48.01%
OATP2B1 inhibitior	-	0.5577	55.77%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.8486	84.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8668	86.68%
P-glycoprotein inhibitior	+	0.7406	74.06%
P-glycoprotein substrate	+	0.6449	64.49%
CYP3A4 substrate	+	0.6981	69.81%
CYP2C9 substrate	-	0.5920	59.20%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	+	0.5120	51.20%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.8782	87.82%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	-	0.7888	78.88%
CYP2C8 inhibition	+	0.6409	64.09%
CYP inhibitory promiscuity	-	0.8575	85.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5145	51.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6979	69.79%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.3528	35.28%
Estrogen receptor binding	+	0.8185	81.85%
Androgen receptor binding	+	0.7415	74.15%
Thyroid receptor binding	+	0.5979	59.79%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	+	0.7268	72.68%
Honey bee toxicity	-	0.7746	77.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	99.57%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.52%	96.38%
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.06%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.51%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.86%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.85%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.58%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.01%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.89%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	88.63%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.53%	93.04%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.18%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.63%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.45%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.07%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.35%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.83%	85.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.17%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.89%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.84%	97.25%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.65%	97.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.47%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.20%	91.07%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.11%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44715201
• LOTUS: LTS0048352
• wikiData: Q105129860