5-Hydroxy-7-(3,7,11,15-tetramethylhexadecyl)-1-benzofuran-2(3H)-one

Details

• Internal ID: 66a9d0d7-1a96-47f8-89cd-6c46b471090a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-hydroxy-7-(3,7,11,15-tetramethylhexadecyl)-3H-1-benzofuran-2-one
• SMILES (Canonical): CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=CC(=CC2=C1OC(=O)C2)O
• SMILES (Isomeric): CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=CC(=CC2=C1OC(=O)C2)O
• InChI: InChI=1S/C28H46O3/c1-20(2)9-6-10-21(3)11-7-12-22(4)13-8-14-23(5)15-16-24-17-26(29)18-25-19-27(30)31-28(24)25/h17-18,20-23,29H,6-16,19H2,1-5H3
• InChI Key: USJTVKFDSLKLFG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₃
• Molecular Weight: 430.70 g/mol
• Exact Mass: 430.34469533 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 7.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

• DTXSID40749446
• 5-Hydroxy-7-(3,7,11,15-tetramethylhexadecyl)-1-benzofuran-2(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.5333	53.33%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9051	90.51%
P-glycoprotein inhibitior	-	0.4767	47.67%
P-glycoprotein substrate	-	0.7049	70.49%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	-	0.7728	77.28%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.6950	69.50%
CYP2C19 inhibition	-	0.6074	60.74%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	+	0.5854	58.54%
CYP2C8 inhibition	-	0.8282	82.82%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6963	69.63%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.8806	88.06%
Skin irritation	-	0.7279	72.79%
Skin corrosion	-	0.8993	89.93%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7016	70.16%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6696	66.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	+	0.6450	64.50%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5142	51.42%
Glucocorticoid receptor binding	+	0.6031	60.31%
Aromatase binding	+	0.6070	60.70%
PPAR gamma	+	0.6325	63.25%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	98.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.53%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.79%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.79%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	85.68%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	80.06%	93.18%

Plants that contains it

• Iryanthera grandis

Cross-Links

• PubChem: 71319422
• LOTUS: LTS0038663
• wikiData: Q82698977