(2Z,6E,10E,14S)-3-(hydroxymethyl)-7,11,15-trimethylhexadeca-2,6,10-triene-1,14,15-triol

Details

• Internal ID: 7535bfad-bb25-4b47-951e-254bf1048d3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2Z,6E,10E,14S)-3-(hydroxymethyl)-7,11,15-trimethylhexadeca-2,6,10-triene-1,14,15-triol
• SMILES (Canonical): CC(=CCCC(=CCO)CO)CCC=C(C)CCC(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\CC/C(=C/CO)/CO)/CC/C=C(\C)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C20H36O4/c1-16(9-6-10-18(15-22)13-14-21)7-5-8-17(2)11-12-19(23)20(3,4)24/h8-9,13,19,21-24H,5-7,10-12,14-15H2,1-4H3/b16-9+,17-8+,18-13-/t19-/m0/s1
• InChI Key: OUNTWVOXOAIJPN-RKJMTMLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₄
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.26135963 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9066	90.66%
Caco-2	+	0.6345	63.45%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6439	64.39%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6791	67.91%
BSEP inhibitior	+	0.7130	71.30%
P-glycoprotein inhibitior	-	0.7987	79.87%
P-glycoprotein substrate	-	0.7598	75.98%
CYP3A4 substrate	+	0.5234	52.34%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.7783	77.83%
CYP3A4 inhibition	-	0.8004	80.04%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.8619	86.19%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8606	86.06%
CYP2C8 inhibition	-	0.9286	92.86%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.7349	73.49%
Eye corrosion	-	0.9611	96.11%
Eye irritation	-	0.8784	87.84%
Skin irritation	-	0.6634	66.34%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4391	43.91%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.5341	53.41%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4717	47.17%
Acute Oral Toxicity (c)	IV	0.5058	50.58%
Estrogen receptor binding	+	0.5665	56.65%
Androgen receptor binding	-	0.7548	75.48%
Thyroid receptor binding	+	0.7303	73.03%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	+	0.8479	84.79%
Honey bee toxicity	-	0.8192	81.92%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7809	78.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.48%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.48%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.48%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.45%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.84%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.14%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.46%	89.34%

Plants that contains it

• Tithonia pedunculata

Cross-Links

• PubChem: 162896437
• LOTUS: LTS0055737
• wikiData: Q105200311