2-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-4-one

Details

• Internal ID: 2ff1938d-7b3c-497e-8833-a523b32033ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1=C(OC2=CC=CC=C2C1=O)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CC1=C(OC2=CC=CC=C2C1=O)O)/C)/C)C
• InChI: InChI=1S/C24H30O3/c1-17(2)9-7-10-18(3)11-8-12-19(4)15-16-21-23(25)20-13-5-6-14-22(20)27-24(21)26/h5-6,9,11,13-15,26H,7-8,10,12,16H2,1-4H3/b18-11+,19-15+
• InChI Key: PRSOPHSUKXJKIM-CFBAGHHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₃
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6225	62.25%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6499	64.99%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9332	93.32%
P-glycoprotein inhibitior	+	0.8211	82.11%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	+	0.5297	52.97%
CYP2C19 inhibition	+	0.7361	73.61%
CYP2D6 inhibition	-	0.8344	83.44%
CYP1A2 inhibition	+	0.8376	83.76%
CYP2C8 inhibition	-	0.7472	74.72%
CYP inhibitory promiscuity	-	0.5915	59.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7298	72.98%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8488	84.88%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7938	79.38%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6938	69.38%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4824	48.24%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.7337	73.37%
Aromatase binding	+	0.7378	73.78%
PPAR gamma	+	0.9081	90.81%
Honey bee toxicity	-	0.8675	86.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.85%	92.08%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.30%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.45%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.79%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.81%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.39%	85.14%

Plants that contains it

• Daucus carota
• Ferula communis

Cross-Links

• PubChem: 5459230
• LOTUS: LTS0272695
• wikiData: Q104667326