3-[(3E,7E,11E)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraenyl]-2H-furan-5-one

Details

• Internal ID: 2a5c87e9-536f-4a2b-89b4-f86314b8af2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[(3E,7E,11E)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraenyl]-2H-furan-5-one
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCCC1=CC(=O)OC1)C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CCC1=CC(=O)OC1)/C)/C)/C)C
• InChI: InChI=1S/C25H38O2/c1-20(2)10-6-11-21(3)12-7-13-22(4)14-8-15-23(5)16-9-17-24-18-25(26)27-19-24/h10,12,14,16,18H,6-9,11,13,15,17,19H2,1-5H3/b21-12+,22-14+,23-16+
• InChI Key: NSOLOFCWLXZPAF-MLAGYPMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.60 g/mol
• Exact Mass: 370.287180451 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.40
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.6229	62.29%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5118	51.18%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9089	90.89%
P-glycoprotein inhibitior	+	0.7818	78.18%
P-glycoprotein substrate	-	0.8885	88.85%
CYP3A4 substrate	-	0.5309	53.09%
CYP2C9 substrate	+	0.5975	59.75%
CYP2D6 substrate	-	0.9089	90.89%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.7881	78.81%
CYP2C19 inhibition	-	0.7179	71.79%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	-	0.5627	56.27%
CYP2C8 inhibition	-	0.9406	94.06%
CYP inhibitory promiscuity	-	0.7844	78.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.7690	76.90%
Eye irritation	-	0.7569	75.69%
Skin irritation	+	0.5647	56.47%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7490	74.90%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5588	55.88%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.8034	80.34%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.7444	74.44%
Estrogen receptor binding	-	0.5862	58.62%
Androgen receptor binding	-	0.6165	61.65%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	-	0.5806	58.06%
Aromatase binding	-	0.5846	58.46%
PPAR gamma	+	0.8025	80.25%
Honey bee toxicity	-	0.8643	86.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	97.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.77%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.10%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.92%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.57%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10090584
• LOTUS: LTS0155768
• wikiData: Q105185171