4-[4-(6,7-Dihydroxy-2,5-dimethylnaphthalen-1-yl)-2-methylbutan-2-yl]-1,7-dimethyl-3-oxatricyclo[5.2.2.04,8]undecan-2-one

Details

• Internal ID: 00a89dcf-11b5-4215-a97e-75fa854b3c1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-[4-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)-2-methylbutan-2-yl]-1,7-dimethyl-3-oxatricyclo[5.2.2.04,8]undecan-2-one
• SMILES (Canonical): CC1=C(C2=CC(=C(C(=C2C=C1)C)O)O)CCC(C)(C)C34CCC5(C3CC(CC5)(C(=O)O4)C)C
• SMILES (Isomeric): CC1=C(C2=CC(=C(C(=C2C=C1)C)O)O)CCC(C)(C)C34CCC5(C3CC(CC5)(C(=O)O4)C)C
• InChI: InChI=1S/C29H38O4/c1-17-7-8-20-18(2)24(31)22(30)15-21(20)19(17)9-10-26(3,4)29-14-13-27(5)11-12-28(6,16-23(27)29)25(32)33-29/h7-8,15,23,30-31H,9-14,16H2,1-6H3
• InChI Key: MDIKECAJJPGHJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₄
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.27700969 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9477	94.77%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.6504	65.04%
P-glycoprotein substrate	+	0.5641	56.41%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.7490	74.90%
CYP3A4 inhibition	-	0.8698	86.98%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.8690	86.90%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.5892	58.92%
CYP2C8 inhibition	+	0.6052	60.52%
CYP inhibitory promiscuity	-	0.9365	93.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8942	89.42%
Skin irritation	-	0.6971	69.71%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8925	89.25%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.9142	91.42%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.7335	73.35%
Glucocorticoid receptor binding	+	0.8844	88.44%
Aromatase binding	+	0.8793	87.93%
PPAR gamma	+	0.7327	73.27%
Honey bee toxicity	-	0.8638	86.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.16%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.06%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	91.58%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL4581	P52732	Kinesin-like protein 1	90.21%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.04%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	88.85%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.40%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.14%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.32%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.75%	90.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.58%	97.28%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.35%	92.68%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.34%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.52%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.41%	91.71%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163064904
• LOTUS: LTS0256203
• wikiData: Q105161762