4-Hydroxy-3-(5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)chromen-2-one

Details

• Internal ID: 3981318a-0c28-4dfd-899b-65822896db8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3-(5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)chromen-2-one
• SMILES (Canonical): CC(=CCCC(=CC(CC(=CCC1=C(C2=CC=CC=C2OC1=O)O)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CC(CC(=CCC1=C(C2=CC=CC=C2OC1=O)O)C)O)C)C
• InChI: InChI=1S/C24H30O4/c1-16(2)8-7-9-17(3)14-19(25)15-18(4)12-13-21-23(26)20-10-5-6-11-22(20)28-24(21)27/h5-6,8,10-12,14,19,25-26H,7,9,13,15H2,1-4H3
• InChI Key: PTXMKFHGALYKLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.5465	54.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.7075	70.75%
OATP1B3 inhibitior	+	0.8920	89.20%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9309	93.09%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	-	0.7493	74.93%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	+	0.6673	66.73%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	+	0.5361	53.61%
CYP2C9 inhibition	-	0.7749	77.49%
CYP2C19 inhibition	+	0.5294	52.94%
CYP2D6 inhibition	-	0.8007	80.07%
CYP1A2 inhibition	+	0.7723	77.23%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	-	0.7279	72.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7271	72.71%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.7228	72.28%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3906	39.06%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7689	76.89%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7823	78.23%
Acute Oral Toxicity (c)	I	0.4635	46.35%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	+	0.5302	53.02%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	+	0.6945	69.45%
PPAR gamma	+	0.8343	83.43%
Honey bee toxicity	-	0.8399	83.99%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	97.25%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.76%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.54%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.90%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.14%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.14%	92.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.21%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 162978101
• LOTUS: LTS0138262
• wikiData: Q105214959