[(E,4S)-11-[(4aR,8aR)-2,4a,7,7-tetramethyl-3,4,5,6,8,8a-hexahydronaphthalen-1-yl]-4,8-dimethyl-5-propan-2-ylideneundec-8-enyl] acetate

Details

• Internal ID: 488d44d2-790f-45a4-9ac9-83db4863e370
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E,4S)-11-[(4aR,8aR)-2,4a,7,7-tetramethyl-3,4,5,6,8,8a-hexahydronaphthalen-1-yl]-4,8-dimethyl-5-propan-2-ylideneundec-8-enyl] acetate
• SMILES (Canonical): CC1=C(C2CC(CCC2(CC1)C)(C)C)CCC=C(C)CCC(=C(C)C)C(C)CCCOC(=O)C
• SMILES (Isomeric): CC1=C([C@@H]2CC(CC[C@@]2(CC1)C)(C)C)CC/C=C(\C)/CCC(=C(C)C)[C@@H](C)CCCOC(=O)C
• InChI: InChI=1S/C32H54O2/c1-23(2)28(25(4)13-11-21-34-27(6)33)16-15-24(3)12-10-14-29-26(5)17-18-32(9)20-19-31(7,8)22-30(29)32/h12,25,30H,10-11,13-22H2,1-9H3/b24-12+/t25-,30-,32-/m0/s1
• InChI Key: IOJWZXHNOWQJGH-MAOALZDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₂
• Molecular Weight: 470.80 g/mol
• Exact Mass: 470.412380961 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 9.75
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5541	55.41%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6134	61.34%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	-	0.3202	32.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9737	97.37%
P-glycoprotein inhibitior	+	0.7990	79.90%
P-glycoprotein substrate	-	0.5333	53.33%
CYP3A4 substrate	+	0.6994	69.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	+	0.5318	53.18%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.8098	80.98%
CYP2C8 inhibition	-	0.6594	65.94%
CYP inhibitory promiscuity	-	0.5183	51.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Warning	0.4903	49.03%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.8303	83.03%
Skin irritation	-	0.7040	70.40%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7734	77.34%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.5813	58.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4627	46.27%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.5762	57.62%
Androgen receptor binding	+	0.5790	57.90%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7479	74.79%
Aromatase binding	+	0.6979	69.79%
PPAR gamma	+	0.5172	51.72%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.07%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.00%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.37%	97.21%
CHEMBL1937	Q92769	Histone deacetylase 2	86.35%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.10%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.54%	94.62%
CHEMBL202	P00374	Dihydrofolate reductase	84.53%	89.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.42%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.35%	96.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.87%	96.90%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.40%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.36%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.44%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.21%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.26%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.61%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.44%	97.50%

Plants that contains it

• Camellia sasanqua

Cross-Links

• PubChem: 163191063
• LOTUS: LTS0091810
• wikiData: Q105116712