(E,2S,9R,13R)-5,9,13,17-tetramethyl-2-[(6S,10R)-6,10,14-trimethylpentadec-1-en-2-yl]octadec-4-en-1-ol

Details

• Internal ID: e6d9980f-c562-4521-8038-0dcb46c00a7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (E,2S,9R,13R)-5,9,13,17-tetramethyl-2-[(6S,10R)-6,10,14-trimethylpentadec-1-en-2-yl]octadec-4-en-1-ol
• SMILES (Canonical): CC(C)CCCC(C)CCCC(C)CCCC(=CCC(CO)C(=C)CCCC(C)CCCC(C)CCCC(C)C)C
• SMILES (Isomeric): C[C@@H](CCC[C@@H](C)CCC/C(=C/C[C@H](CO)C(=C)CCC[C@@H](C)CCC[C@H](C)CCCC(C)C)/C)CCCC(C)C
• InChI: InChI=1S/C40H78O/c1-32(2)17-11-19-34(5)21-13-23-36(7)25-15-26-38(9)29-30-40(31-41)39(10)28-16-27-37(8)24-14-22-35(6)20-12-18-33(3)4/h29,32-37,40-41H,10-28,30-31H2,1-9H3/b38-29+/t34-,35-,36-,37+,40-/m1/s1
• InChI Key: GAIFBEYPAFEXOA-YEEZGAHZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₇₈O
• Molecular Weight: 575.00 g/mol
• Exact Mass: 574.60526711 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 17.30
• Atomic LogP (AlogP): 13.37
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.8096	80.96%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5673	56.73%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8527	85.27%
P-glycoprotein inhibitior	+	0.6065	60.65%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	0.6591	65.91%
CYP2D6 substrate	-	0.7543	75.43%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.8772	87.72%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8698	86.98%
CYP2C8 inhibition	-	0.9131	91.31%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.5861	58.61%
Eye irritation	-	0.8512	85.12%
Skin irritation	+	0.6756	67.56%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7012	70.12%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.8832	88.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.9830	98.30%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.7921	79.21%
Acute Oral Toxicity (c)	III	0.6363	63.63%
Estrogen receptor binding	+	0.7481	74.81%
Androgen receptor binding	-	0.7125	71.25%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5504	55.04%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.6172	61.72%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2885	P07451	Carbonic anhydrase III	91.77%	87.45%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.78%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.67%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.40%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.15%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.32%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Trianthema portulacastrum

Cross-Links

• PubChem: 162980645
• LOTUS: LTS0150041
• wikiData: Q105005411