(3Z,5Z,7E)-3-[2-[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-oxocin-7-ol

Details

• Internal ID: 8be550f7-3e4c-48f5-995e-bfa700c3e683
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (3Z,5Z,7E)-3-[2-[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-oxocin-7-ol
• SMILES (Canonical): CC1=C(C2(CCCC(C2CC1)(C)C)C)CCC3=CC=CC(=COC3)O
• SMILES (Isomeric): CC1=C([C@]2(CCCC([C@@H]2CC1)(C)C)C)CC/C/3=C/C=C\C(=C/OC3)\O
• InChI: InChI=1S/C23H34O2/c1-17-9-12-21-22(2,3)13-6-14-23(21,4)20(17)11-10-18-7-5-8-19(24)16-25-15-18/h5,7-8,16,21,24H,6,9-15H2,1-4H3/b8-5-,18-7-,19-16+/t21-,23+/m0/s1
• InChI Key: MAEKWBKBDRQLTC-BOXQRUPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₂
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.62
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7800	78.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5837	58.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8806	88.06%
P-glycoprotein inhibitior	-	0.4718	47.18%
P-glycoprotein substrate	-	0.6299	62.99%
CYP3A4 substrate	+	0.6538	65.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8198	81.98%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.6820	68.20%
CYP2C19 inhibition	-	0.5686	56.86%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.6472	64.72%
CYP2C8 inhibition	+	0.7171	71.71%
CYP inhibitory promiscuity	-	0.5826	58.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8517	85.17%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5362	53.62%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7917	79.17%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.7003	70.03%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	+	0.7423	74.23%
Glucocorticoid receptor binding	+	0.6024	60.24%
Aromatase binding	+	0.7249	72.49%
PPAR gamma	+	0.6207	62.07%
Honey bee toxicity	-	0.8903	89.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	95.74%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.95%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.54%	97.25%
CHEMBL233	P35372	Mu opioid receptor	87.37%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.12%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.57%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10427513
• LOTUS: LTS0189670
• wikiData: Q105160288