2-[2-[3-(4,8-Dimethylnona-3,7-dienyl)-3-methyloxiran-2-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 9657f6fb-7415-4a2b-a0f9-b7fbe7b68bbe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[2-[3-(4,8-dimethylnona-3,7-dienyl)-3-methyloxiran-2-yl]ethyl]but-2-ene-1,4-diol
• SMILES (Canonical): CC(=CCCC(=CCCC1(C(O1)CCC(=CCO)CO)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC1(C(O1)CCC(=CCO)CO)C)C)C
• InChI: InChI=1S/C20H34O3/c1-16(2)7-5-8-17(3)9-6-13-20(4)19(23-20)11-10-18(15-22)12-14-21/h7,9,12,19,21-22H,5-6,8,10-11,13-15H2,1-4H3
• InChI Key: LFYMJFPNNFFEMZ-UHFFFAOYSA-N
• Popularity: 0 references 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): 53.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 3
• 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	+	0.9477	94.77%
Caco-2	+	0.6820	68.20%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6354	63.54%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6291	62.91%
BSEP inhibitior	+	0.7861	78.61%
P-glycoprotein inhibitior	-	0.7499	74.99%
P-glycoprotein substrate	-	0.7392	73.92%
CYP3A4 substrate	+	0.5990	59.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7681	76.81%
CYP3A4 inhibition	-	0.5948	59.48%
CYP2C9 inhibition	-	0.7024	70.24%
CYP2C19 inhibition	-	0.7153	71.53%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.7654	76.54%
CYP2C8 inhibition	-	0.8099	80.99%
CYP inhibitory promiscuity	-	0.7607	76.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9479	94.79%
Eye irritation	-	0.6891	68.91%
Skin irritation	-	0.7362	73.62%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7045	70.45%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.5227	52.27%
Estrogen receptor binding	+	0.5897	58.97%
Androgen receptor binding	-	0.6501	65.01%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.5466	54.66%
Aromatase binding	+	0.6726	67.26%
PPAR gamma	+	0.7772	77.72%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8579	85.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.23%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	85.31%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.27%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.91%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.60%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%

Plants that contains it

• Montanoa tomentosa

Cross-Links

• PubChem: 162904614
• LOTUS: LTS0046159
• wikiData: Q105151222