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

Details

• Internal ID: d30365b8-da93-4858-85f1-a7df5f6b05eb
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 3-(3,7-dimethylocta-2,6-dienoxy)-10-[2-(3,7-dimethylocta-2,6-dienoxy)-4,5-dihydroxy-7-methyl-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-6-methyl-10H-anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C5=C(C(=CC(=C5)C)O)C(=O)C6=C4C=C(C=C6O)OCC=C(C)CCC=C(C)C)C=C(C=C3O)OCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C5=C(C(=CC(=C5)C)O)C(=O)C6=C4C=C(C=C6O)OCC=C(C)CCC=C(C)C)C=C(C=C3O)OCC=C(C)CCC=C(C)C
• InChI: InChI=1S/C50H54O8/c1-27(2)11-9-13-29(5)15-17-57-33-23-37-43(35-19-31(7)21-39(51)45(35)49(55)47(37)41(53)25-33)44-36-20-32(8)22-40(52)46(36)50(56)48-38(44)24-34(26-42(48)54)58-18-16-30(6)14-10-12-28(3)4/h11-12,15-16,19-26,43-44,51-54H,9-10,13-14,17-18H2,1-8H3
• InChI Key: XBUDJYQWKSZGTP-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): 134.00 Ų
• XlogP: 13.10
• Atomic LogP (AlogP): 11.32
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8398	83.98%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9096	90.96%
OATP2B1 inhibitior	+	0.7147	71.47%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.8685	86.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9858	98.58%
P-glycoprotein inhibitior	+	0.8130	81.30%
P-glycoprotein substrate	-	0.8848	88.48%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	0.6055	60.55%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.6720	67.20%
CYP2C9 inhibition	+	0.6223	62.23%
CYP2C19 inhibition	+	0.6448	64.48%
CYP2D6 inhibition	-	0.8065	80.65%
CYP1A2 inhibition	+	0.8238	82.38%
CYP2C8 inhibition	+	0.4488	44.88%
CYP inhibitory promiscuity	+	0.5612	56.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.8543	85.43%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8597	85.97%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7869	78.69%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.5303	53.03%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.5591	55.91%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	+	0.5770	57.70%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.7903	79.03%
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	96.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.83%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	92.01%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.35%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.33%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.81%	92.08%
CHEMBL1937	Q92769	Histone deacetylase 2	84.11%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.27%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.93%	97.21%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.11%	96.09%

Plants that contains it

• Cratoxylum formosum
• Psorospermum febrifugum
• Psorospermum orientale
• Psorospermum tenuifolium

Cross-Links

• PubChem: 437960
• LOTUS: LTS0229622
• wikiData: Q105324700