10-[4,5-dihydroxy-2-methyl-7-(3-methylbut-2-enoxy)-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: 64baa4d6-90ae-4ad7-897d-d3ead426587b
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 10-[4,5-dihydroxy-2-methyl-7-(3-methylbut-2-enoxy)-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)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)C)O)CC=C(C)CCC=C(C)C)O
• InChI: InChI=1S/C45H46O8/c1-22(2)9-8-10-24(5)11-12-28-33(46)21-32-38(30-16-26(7)18-35(48)40(30)45(52)42(32)43(28)50)37-29-15-25(6)17-34(47)39(29)44(51)41-31(37)19-27(20-36(41)49)53-14-13-23(3)4/h9,11,13,15-21,37-38,46-50H,8,10,12,14H2,1-7H3
• InChI Key: INQUOLZYEPOOMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₆O₈
• Molecular Weight: 714.80 g/mol
• Exact Mass: 714.31926842 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 11.40
• Atomic LogP (AlogP): 9.46
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 9

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	-	0.8412	84.12%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9072	90.72%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.8067	80.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.8301	83.01%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	+	0.6381	63.81%
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	+	0.6450	64.50%
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	-	0.9071	90.71%
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	+	0.8267	82.67%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	+	0.8140	81.40%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	+	0.7873	78.73%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.6772	67.72%
Honey bee toxicity	-	0.7472	74.72%
Biodegradation	-	0.9000	90.00%
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	96.57%	92.68%
CHEMBL2581	P07339	Cathepsin D	95.51%	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%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.02%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.71%	89.34%
CHEMBL4208	P20618	Proteasome component C5	88.93%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.67%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.16%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.09%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.70%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.31%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.31%	95.89%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.48%	92.08%

Plants that contains it

• Psorospermum glaberrimum

Cross-Links

• PubChem: 74323877
• LOTUS: LTS0156801
• wikiData: Q105116346