(3R,5S,6E,10E,13R)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,5,13-triol

Details

• Internal ID: d08a691e-d3d3-40ce-ba66-27fe84b69257
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (3R,5S,6E,10E,13R)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,5,13-triol
• SMILES (Canonical): CC(=CC(CC(=CCCC(=CC(CC(C)(C=C)O)O)C)C)O)C
• SMILES (Isomeric): CC(=C[C@@H](C/C(=C/CC/C(=C/[C@H](C[C@](C)(C=C)O)O)/C)/C)O)C
• InChI: InChI=1S/C20H34O3/c1-7-20(6,23)14-19(22)13-17(5)10-8-9-16(4)12-18(21)11-15(2)3/h7,9,11,13,18-19,21-23H,1,8,10,12,14H2,2-6H3/b16-9+,17-13+/t18-,19+,20-/m0/s1
• InChI Key: YLZJACPBIZCWRA-IPZUKWBQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9504	95.04%
Caco-2	+	0.6495	64.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.4340	43.40%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7520	75.20%
P-glycoprotein inhibitior	-	0.7647	76.47%
P-glycoprotein substrate	-	0.8319	83.19%
CYP3A4 substrate	+	0.5551	55.51%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7336	73.36%
CYP3A4 inhibition	-	0.7819	78.19%
CYP2C9 inhibition	-	0.7367	73.67%
CYP2C19 inhibition	-	0.7186	71.86%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.7110	71.10%
CYP2C8 inhibition	-	0.8046	80.46%
CYP inhibitory promiscuity	-	0.7289	72.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9114	91.14%
Eye irritation	-	0.7095	70.95%
Skin irritation	+	0.6215	62.15%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5512	55.12%
skin sensitisation	+	0.6181	61.81%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4555	45.55%
Acute Oral Toxicity (c)	III	0.7272	72.72%
Estrogen receptor binding	-	0.5489	54.89%
Androgen receptor binding	-	0.6218	62.18%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	-	0.5535	55.35%
Aromatase binding	-	0.6094	60.94%
PPAR gamma	+	0.6271	62.71%
Honey bee toxicity	-	0.6771	67.71%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9310	93.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.00%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.69%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.47%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.44%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	89.93%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.50%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.41%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.59%	91.11%

Plants that contains it

• Geigeria ornativa

Cross-Links

• PubChem: 162994432
• LOTUS: LTS0123068
• wikiData: Q105350401