2-[(1S,6S)-6-[(3R)-3-hydroxypent-1-en-2-yl]-1,3,5-trimethylcyclohexa-2,4-dien-1-yl]-6-methoxy-3,5-dimethylpyran-4-one

Details

• Internal ID: 940f6275-50d5-4e9f-af9e-9fd9458f906a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2-[(1S,6S)-6-[(3R)-3-hydroxypent-1-en-2-yl]-1,3,5-trimethylcyclohexa-2,4-dien-1-yl]-6-methoxy-3,5-dimethylpyran-4-one
• InChI: InChI=1S/C22H30O4/c1-9-17(23)14(4)18-13(3)10-12(2)11-22(18,7)20-15(5)19(24)16(6)21(25-8)26-20/h10-11,17-18,23H,4,9H2,1-3,5-8H3/t17-,18+,22+/m1/s1
• InChI Key: GTLNAHAZTSIJAN-FGSXEWAUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.6322	63.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8619	86.19%
P-glycoprotein inhibitior	-	0.4325	43.25%
P-glycoprotein substrate	-	0.5599	55.99%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.8218	82.18%
CYP2D6 substrate	-	0.7684	76.84%
CYP3A4 inhibition	-	0.7160	71.60%
CYP2C9 inhibition	-	0.6640	66.40%
CYP2C19 inhibition	+	0.7847	78.47%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6371	63.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8631	86.31%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8584	85.84%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4447	44.47%
Micronuclear	+	0.5577	55.77%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7151	71.51%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4641	46.41%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.7419	74.19%
Androgen receptor binding	+	0.5942	59.42%
Thyroid receptor binding	+	0.5498	54.98%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	+	0.6963	69.63%
PPAR gamma	+	0.8584	85.84%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9660	96.60%

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	96.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.25%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.52%	94.45%
CHEMBL1871	P10275	Androgen Receptor	88.13%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.67%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.47%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.74%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.15%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.63%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102009179
• LOTUS: LTS0255909
• wikiData: Q105018983