10-[2-(3,7-dimethylocta-2,6-dienoxy)-4,5-dihydroxy-7-methyl-10-oxo-9H-anthracen-9-yl]-2-(3,7-dimethylocta-2,6-dienyl)-1,3,8-trihydroxy-6-methyl-10H-anthracen-9-one

Details

• Internal ID: 8a56506a-b54c-432f-a6f2-385600c7b4ea
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 10-[2-(3,7-dimethylocta-2,6-dienoxy)-4,5-dihydroxy-7-methyl-10-oxo-9H-anthracen-9-yl]-2-(3,7-dimethylocta-2,6-dienyl)-1,3,8-trihydroxy-6-methyl-10H-anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2C4C5=C(C(=CC(=C5)C)O)C(=O)C6=C4C=C(C=C6O)OCC=C(C)CCC=C(C)C)O)CC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2C4C5=C(C(=CC(=C5)C)O)C(=O)C6=C4C=C(C=C6O)OCC=C(C)CCC=C(C)C)O)CC=C(C)CCC=C(C)C)O
• InChI: InChI=1S/C50H54O8/c1-26(2)11-9-13-28(5)15-16-33-38(51)25-37-43(35-20-31(8)22-40(53)45(35)50(57)47(37)48(33)55)42-34-19-30(7)21-39(52)44(34)49(56)46-36(42)23-32(24-41(46)54)58-18-17-29(6)14-10-12-27(3)4/h11-12,15,17,19-25,42-43,51-55H,9-10,13-14,16,18H2,1-8H3
• InChI Key: OYOMKXPSOXDUMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₅₄O₈
• Molecular Weight: 783.00 g/mol
• Exact Mass: 782.38186868 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 13.20
• Atomic LogP (AlogP): 11.19
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9072	90.72%
OATP2B1 inhibitior	+	0.5705	57.05%
OATP1B1 inhibitior	+	0.8601	86.01%
OATP1B3 inhibitior	+	0.8067	80.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	+	0.9668	96.68%
P-glycoprotein inhibitior	+	0.8049	80.49%
P-glycoprotein substrate	-	0.7488	74.88%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.6055	60.55%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.6457	64.57%
CYP2C9 inhibition	+	0.6709	67.09%
CYP2C19 inhibition	+	0.5564	55.64%
CYP2D6 inhibition	-	0.8233	82.33%
CYP1A2 inhibition	+	0.8983	89.83%
CYP2C8 inhibition	+	0.6457	64.57%
CYP inhibitory promiscuity	+	0.6537	65.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7222	72.22%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.8261	82.61%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8395	83.95%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5553	55.53%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.7413	74.13%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.7495	74.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.17%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	96.86%	92.68%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.49%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.49%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.90%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.96%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	89.49%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.21%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.67%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.49%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.16%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.76%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.37%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.10%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.55%	94.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.08%	92.08%

Plants that contains it

• Psorospermum febrifugum

Cross-Links

• PubChem: 163008567
• LOTUS: LTS0146687
• wikiData: Q105203452