(4R,5R)-4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohex-2-en-1-one

Details

• Internal ID: 99f695e3-4bb8-40a4-864e-b3fdec1a6eb7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R,5R)-4-hydroxy-3-methyl-5-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohex-2-en-1-one
• InChI: InChI=1S/C27H42O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-19-26(28)18-24(6)27(25)29/h10,12,14,16,18,25,27,29H,7-9,11,13,15,17,19H2,1-6H3/b21-12+,22-14+,23-16+/t25-,27+/m1/s1
• InChI Key: HOMSLHHQMMWTPW-SMBYENEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₂
• Molecular Weight: 398.60 g/mol
• Exact Mass: 398.318480578 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.42
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5531	55.31%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8539	85.39%
P-glycoprotein inhibitior	+	0.6600	66.00%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5080	50.80%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7019	70.19%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.9071	90.71%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.7609	76.09%
CYP2C8 inhibition	-	0.9544	95.44%
CYP inhibitory promiscuity	-	0.8361	83.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9397	93.97%
Eye irritation	-	0.9492	94.92%
Skin irritation	+	0.5535	55.35%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7773	77.73%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5520	55.20%
skin sensitisation	+	0.8523	85.23%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5116	51.16%
Acute Oral Toxicity (c)	III	0.6882	68.82%
Estrogen receptor binding	+	0.6344	63.44%
Androgen receptor binding	-	0.5056	50.56%
Thyroid receptor binding	+	0.5913	59.13%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	-	0.6184	61.84%
PPAR gamma	+	0.6801	68.01%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9796	97.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.46%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.42%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.62%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.47%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.36%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.85%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.35%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.26%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%

Plants that contains it

• Garcinia cowa

Cross-Links

• PubChem: 163003757
• LOTUS: LTS0096090
• wikiData: Q105031385