[1-[2-Hydroxy-6-(3-hydroxypropyl)-1,2-dimethyl-5-(1-oxopropan-2-ylidene)cyclohexyl]-4,8,12-trimethyltrideca-3,6,11-trien-5-yl] acetate

Details

• Internal ID: 8311d70e-a90e-4dd4-a604-a753a6ec35b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: [1-[2-hydroxy-6-(3-hydroxypropyl)-1,2-dimethyl-5-(1-oxopropan-2-ylidene)cyclohexyl]-4,8,12-trimethyltrideca-3,6,11-trien-5-yl] acetate
• SMILES (Canonical): CC(CCC=C(C)C)C=CC(C(=CCCC1(C(C(=C(C)C=O)CCC1(C)O)CCCO)C)C)OC(=O)C
• SMILES (Isomeric): CC(CCC=C(C)C)C=CC(C(=CCCC1(C(C(=C(C)C=O)CCC1(C)O)CCCO)C)C)OC(=O)C
• InChI: InChI=1S/C32H52O5/c1-23(2)12-9-13-24(3)16-17-30(37-27(6)35)25(4)14-10-19-31(7)29(15-11-21-33)28(26(5)22-34)18-20-32(31,8)36/h12,14,16-17,22,24,29-30,33,36H,9-11,13,15,18-21H2,1-8H3
• InChI Key: HLWDNSYLWSVZSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₅
• Molecular Weight: 516.80 g/mol
• Exact Mass: 516.38147475 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 7.04
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	-	0.6415	64.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9274	92.74%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.8487	84.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5275	52.75%
BSEP inhibitior	+	0.9859	98.59%
P-glycoprotein inhibitior	+	0.8459	84.59%
P-glycoprotein substrate	+	0.5946	59.46%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9117	91.17%
CYP3A4 inhibition	-	0.6817	68.17%
CYP2C9 inhibition	-	0.7525	75.25%
CYP2C19 inhibition	-	0.9184	91.84%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	+	0.5244	52.44%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6878	68.78%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.6618	66.18%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8815	88.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5217	52.17%
skin sensitisation	-	0.6820	68.20%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5205	52.05%
Acute Oral Toxicity (c)	III	0.6655	66.55%
Estrogen receptor binding	+	0.7687	76.87%
Androgen receptor binding	+	0.6358	63.58%
Thyroid receptor binding	+	0.6628	66.28%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.7127	71.27%
PPAR gamma	+	0.6311	63.11%
Honey bee toxicity	-	0.7362	73.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.96%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.44%	97.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.11%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.82%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.52%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.90%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.39%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.97%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.90%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.38%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.64%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.79%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.74%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.65%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.46%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.59%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.27%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.11%	89.50%

Plants that contains it

• Berberis nummularia
• Iris domestica
• Papaver bracteatum
• Petasites tricholobus
• Syagrus romanzoffiana
• Tachigali paniculata

Cross-Links

• PubChem: 162986646
• LOTUS: LTS0000396
• wikiData: Q104920651