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

Details

• Internal ID: 7f8850f3-0af6-4f57-bfea-64a860f885a1
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10R)-10-[(9S)-2-[(2E)-3,7-dimethylocta-2,6-dienoxy]-4,5-dihydroxy-7-methyl-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-methyl-6-(3-methylbut-2-enoxy)-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)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4C5=C(C(=CC(=C5)C)O)C(=O)C6=C4C=C(C=C6O)OC/C=C(\C)/CCC=C(C)C)C=C(C=C3O)OCC=C(C)C
• InChI: InChI=1S/C45H46O8/c1-23(2)9-8-10-25(5)12-14-53-29-20-33-39(31-16-27(7)18-35(47)41(31)45(51)43(33)37(49)22-29)38-30-15-26(6)17-34(46)40(30)44(50)42-32(38)19-28(21-36(42)48)52-13-11-24(3)4/h9,11-12,15-22,38-39,46-49H,8,10,13-14H2,1-7H3/b25-12+/t38-,39+/m1/s1
• InChI Key: WWPWBEAJXVPETE-SITHKRCMSA-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): 134.00 Ų
• XlogP: 11.30
• Atomic LogP (AlogP): 9.60
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

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	-	0.8241	82.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9096	90.96%
OATP2B1 inhibitior	+	0.5724	57.24%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8685	86.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9824	98.24%
P-glycoprotein inhibitior	+	0.8395	83.95%
P-glycoprotein substrate	-	0.8774	87.74%
CYP3A4 substrate	+	0.5938	59.38%
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	+	0.4655	46.55%
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	-	0.9088	90.88%
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	+	0.8769	87.69%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7869	78.69%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7675	76.75%
Acute Oral Toxicity (c)	III	0.5303	53.03%
Estrogen receptor binding	+	0.8248	82.48%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	+	0.5749	57.49%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	+	0.5968	59.68%
PPAR gamma	+	0.6851	68.51%
Honey bee toxicity	-	0.7850	78.50%
Biodegradation	-	0.9500	95.00%
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	96.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.66%	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	87.81%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.60%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.55%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.81%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.27%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.83%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.69%	90.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.39%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.07%	97.21%

Plants that contains it

• Psorospermum tenuifolium

Cross-Links

• PubChem: 163189458
• LOTUS: LTS0169472
• wikiData: Q105314208