4-hydroxy-3,5-dimethyl-6-[(2E,4E,6S,7E,10S,12S)-4,6,8,10,12-pentamethyl-9-oxotetradeca-2,4,7-trien-2-yl]pyran-2-one

Details

• Internal ID: eeee2252-9c7b-4493-a691-a4ec54381b7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3,5-dimethyl-6-[(2E,4E,6S,7E,10S,12S)-4,6,8,10,12-pentamethyl-9-oxotetradeca-2,4,7-trien-2-yl]pyran-2-one
• InChI: InChI=1S/C26H38O4/c1-10-15(2)12-18(5)23(27)19(6)13-16(3)11-17(4)14-20(7)25-21(8)24(28)22(9)26(29)30-25/h11,13-16,18,28H,10,12H2,1-9H3/b17-11+,19-13+,20-14+/t15-,16-,18-/m0/s1
• InChI Key: BSQFDRHCLGWIGE-ZTUFIIKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₄
• Molecular Weight: 414.60 g/mol
• Exact Mass: 414.27700969 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 4
• 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	+	0.9838	98.38%
Caco-2	+	0.6060	60.60%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7387	73.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7679	76.79%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9768	97.68%
P-glycoprotein inhibitior	+	0.7373	73.73%
P-glycoprotein substrate	-	0.6174	61.74%
CYP3A4 substrate	+	0.5779	57.79%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.8107	81.07%
CYP2C9 inhibition	-	0.5364	53.64%
CYP2C19 inhibition	+	0.6403	64.03%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.5706	57.06%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.6680	66.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8246	82.46%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.6056	60.56%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7317	73.17%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.5397	53.97%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.4557	45.57%
Estrogen receptor binding	+	0.7069	70.69%
Androgen receptor binding	+	0.7805	78.05%
Thyroid receptor binding	+	0.6413	64.13%
Glucocorticoid receptor binding	+	0.7428	74.28%
Aromatase binding	+	0.6752	67.52%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	97.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.58%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.42%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.93%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.33%	92.29%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.70%	90.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.69%	93.56%
CHEMBL2039	P27338	Monoamine oxidase B	81.44%	92.51%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186492
• LOTUS: LTS0046207
• wikiData: Q104945372