2,6,10-Trimethyl-12-(3-methylfuran-2-yl)dodeca-2,6,10-trienoic acid

Details

• Internal ID: 255db743-c211-43b6-8b80-664cc7104041
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,6,10-trimethyl-12-(3-methylfuran-2-yl)dodeca-2,6,10-trienoic acid
• SMILES (Canonical): CC1=C(OC=C1)CC=C(C)CCC=C(C)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC1=C(OC=C1)CC=C(C)CCC=C(C)CCC=C(C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-15(9-6-10-18(4)20(21)22)7-5-8-16(2)11-12-19-17(3)13-14-23-19/h7,10-11,13-14H,5-6,8-9,12H2,1-4H3,(H,21,22)
• InChI Key: BMGJSWCTAGIXJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.5883	58.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8492	84.92%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9165	91.65%
CYP3A4 substrate	-	0.5488	54.88%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.9097	90.97%
CYP3A4 inhibition	-	0.6507	65.07%
CYP2C9 inhibition	-	0.7513	75.13%
CYP2C19 inhibition	-	0.6234	62.34%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	+	0.6268	62.68%
CYP2C8 inhibition	-	0.7151	71.51%
CYP inhibitory promiscuity	-	0.5870	58.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.8478	84.78%
Skin irritation	-	0.5594	55.94%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7585	75.85%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6984	69.84%
skin sensitisation	-	0.5709	57.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5246	52.46%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8251	82.51%
Acute Oral Toxicity (c)	III	0.5700	57.00%
Estrogen receptor binding	-	0.5326	53.26%
Androgen receptor binding	-	0.5606	56.06%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	-	0.5374	53.74%
Aromatase binding	+	0.6837	68.37%
PPAR gamma	+	0.8874	88.74%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	95.26%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	92.61%	92.51%
CHEMBL2581	P07339	Cathepsin D	90.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.77%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.23%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.50%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.74%	86.33%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 73073943
• LOTUS: LTS0259662
• wikiData: Q104938385