[(9R)-2,3,6-trihydroxy-4,5-dimethoxy-7-methyl-10-oxo-9H-anthracen-9-yl] decanoate

Details

• Internal ID: 2c3e7e84-4d2b-4a46-81ac-4c16d00140d3
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(9R)-2,3,6-trihydroxy-4,5-dimethoxy-7-methyl-10-oxo-9H-anthracen-9-yl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1C2=CC(=C(C(=C2C(=O)C3=C1C=C(C(=C3OC)O)C)OC)O)O
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@H]1C2=CC(=C(C(=C2C(=O)C3=C1C=C(C(=C3OC)O)C)OC)O)O
• InChI: InChI=1S/C27H34O8/c1-5-6-7-8-9-10-11-12-19(29)35-25-16-13-15(2)22(30)26(33-3)20(16)24(32)21-17(25)14-18(28)23(31)27(21)34-4/h13-14,25,28,30-31H,5-12H2,1-4H3/t25-/m1/s1
• InChI Key: LOLBIWPYWYOJKT-RUZDIDTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₈
• Molecular Weight: 486.60 g/mol
• Exact Mass: 486.22536804 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.6047	60.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.8202	82.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8173	81.73%
P-glycoprotein inhibitior	+	0.6433	64.33%
P-glycoprotein substrate	-	0.5945	59.45%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.8244	82.44%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.7905	79.05%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	+	0.6460	64.60%
CYP2C8 inhibition	+	0.6691	66.91%
CYP inhibitory promiscuity	-	0.9454	94.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8195	81.95%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4265	42.65%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8735	87.35%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7381	73.81%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.5398	53.98%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.5166	51.66%
Glucocorticoid receptor binding	+	0.8114	81.14%
Aromatase binding	+	0.5455	54.55%
PPAR gamma	+	0.6197	61.97%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7873	78.73%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.65%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.88%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.22%	92.68%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.85%	96.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.15%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.05%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.45%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL4581	P52732	Kinesin-like protein 1	86.11%	93.18%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.30%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.16%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.12%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	83.09%	90.00%
CHEMBL230	P35354	Cyclooxygenase-2	82.40%	89.63%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.73%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.45%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.96%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.59%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.30%	90.71%

Plants that contains it

• Chamaecrista kleinii

Cross-Links

• PubChem: 162874197
• LOTUS: LTS0002625
• wikiData: Q105154781