(2E,6E,11S,12R)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-1,12-diol

Details

• Internal ID: 13c98866-47de-488d-9ba5-0e30cb790d11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,6E,11S,12R)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-1,12-diol
• SMILES (Canonical): CC(CCCC(=CCCC(=CCO)C)C)C(CC=C(C)C)O
• SMILES (Isomeric): C[C@@H](CCC/C(=C/CC/C(=C/CO)/C)/C)[C@@H](CC=C(C)C)O
• InChI: InChI=1S/C20H36O2/c1-16(2)12-13-20(22)19(5)11-7-10-17(3)8-6-9-18(4)14-15-21/h8,12,14,19-22H,6-7,9-11,13,15H2,1-5H3/b17-8+,18-14+/t19-,20+/m0/s1
• InChI Key: NWGKNKMSGMFQKD-SSTYKLENSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.271530387 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.7863	78.63%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5090	50.90%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7414	74.14%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	-	0.7384	73.84%
CYP3A4 inhibition	-	0.7657	76.57%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8824	88.24%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.7538	75.38%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.7639	76.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.7246	72.46%
Eye corrosion	-	0.8175	81.75%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.6097	60.97%
Skin corrosion	-	0.9779	97.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3839	38.39%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.9073	90.73%
skin sensitisation	+	0.7542	75.42%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.9164	91.64%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.5574	55.74%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	-	0.5665	56.65%
Androgen receptor binding	-	0.7451	74.51%
Thyroid receptor binding	+	0.6553	65.53%
Glucocorticoid receptor binding	-	0.5217	52.17%
Aromatase binding	-	0.5515	55.15%
PPAR gamma	+	0.6870	68.70%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7611	76.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.50%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.41%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.55%	93.56%
CHEMBL2885	P07451	Carbonic anhydrase III	85.24%	87.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.03%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.33%	92.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.57%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.51%	94.73%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.62%	97.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.51%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Carpesium triste

Cross-Links

• PubChem: 16681369
• LOTUS: LTS0012504
• wikiData: Q105186598