3-[[3-Acetyl-5-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]methyl]-4-hydroxy-5,6-dimethylpyran-2-one

Details

• Internal ID: 6412a699-fb43-4d18-baa1-8df8e033b7a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-[[3-acetyl-5-(3,7-dimethylocta-2,6-dienyl)-2,4,6-trihydroxyphenyl]methyl]-4-hydroxy-5,6-dimethylpyran-2-one
• SMILES (Canonical): CC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)CC=C(C)CCC=C(C)C)O)C(=O)C)O)C
• SMILES (Isomeric): CC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)CC=C(C)CCC=C(C)C)O)C(=O)C)O)C
• InChI: InChI=1S/C26H32O7/c1-13(2)8-7-9-14(3)10-11-18-23(29)19(25(31)21(16(5)27)24(18)30)12-20-22(28)15(4)17(6)33-26(20)32/h8,10,28-31H,7,9,11-12H2,1-6H3
• InChI Key: XDWJPXFMAFTWGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₇
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.21480336 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.11
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	-	0.6641	66.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	+	0.5781	57.81%
OATP1B1 inhibitior	-	0.3236	32.36%
OATP1B3 inhibitior	+	0.8226	82.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7977	79.77%
P-glycoprotein inhibitior	-	0.5298	52.98%
P-glycoprotein substrate	-	0.8168	81.68%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	+	0.6228	62.28%
CYP2C9 inhibition	+	0.5834	58.34%
CYP2C19 inhibition	+	0.6562	65.62%
CYP2D6 inhibition	-	0.8218	82.18%
CYP1A2 inhibition	+	0.6266	62.66%
CYP2C8 inhibition	-	0.6302	63.02%
CYP inhibitory promiscuity	-	0.5952	59.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7706	77.06%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7562	75.62%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7012	70.12%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6674	66.74%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.5992	59.92%
Thyroid receptor binding	-	0.5137	51.37%
Glucocorticoid receptor binding	+	0.7987	79.87%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	+	0.8210	82.10%
Honey bee toxicity	-	0.8728	87.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5051	50.51%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.64%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	95.99%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.39%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.58%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.21%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.08%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.92%	95.56%

Plants that contains it

• Helichrysum stoechas

Cross-Links

• PubChem: 76169798
• LOTUS: LTS0181937
• wikiData: Q105326099