(4R,5S)-4-[(2S,4S,6S)-4,6-dimethylnonan-2-yl]-5-hydroxy-2,3,5-trimethylcyclopent-2-en-1-one

Details

• Internal ID: 7d287641-c6e9-437d-84a4-5dc004ee1f97
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,5S)-4-[(2S,4S,6S)-4,6-dimethylnonan-2-yl]-5-hydroxy-2,3,5-trimethylcyclopent-2-en-1-one
• SMILES (Canonical): CCCC(C)CC(C)CC(C)C1C(=C(C(=O)C1(C)O)C)C
• SMILES (Isomeric): CCC[C@H](C)C[C@H](C)C[C@H](C)[C@@H]1C(=C(C(=O)[C@@]1(C)O)C)C
• InChI: InChI=1S/C19H34O2/c1-8-9-12(2)10-13(3)11-14(4)17-15(5)16(6)18(20)19(17,7)21/h12-14,17,21H,8-11H2,1-7H3/t12-,13-,14-,17+,19-/m0/s1
• InChI Key: HIVCXDNEHIZHOR-AELFRYFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₂
• Molecular Weight: 294.50 g/mol
• Exact Mass: 294.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7242	72.42%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5828	58.28%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5573	55.73%
P-glycoprotein inhibitior	-	0.7344	73.44%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	-	0.5115	51.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.7639	76.39%
CYP2C9 inhibition	-	0.8120	81.20%
CYP2C19 inhibition	-	0.7580	75.80%
CYP2D6 inhibition	-	0.8303	83.03%
CYP1A2 inhibition	-	0.6516	65.16%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.6910	69.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.7974	79.74%
Skin irritation	+	0.6266	62.66%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3882	38.82%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.7187	71.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5549	55.49%
Acute Oral Toxicity (c)	III	0.7331	73.31%
Estrogen receptor binding	+	0.5338	53.38%
Androgen receptor binding	-	0.5307	53.07%
Thyroid receptor binding	+	0.6615	66.15%
Glucocorticoid receptor binding	-	0.5515	55.15%
Aromatase binding	-	0.5779	57.79%
PPAR gamma	-	0.5112	51.12%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	91.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.75%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.54%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.78%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.31%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.28%	90.93%
CHEMBL1907	P15144	Aminopeptidase N	80.94%	93.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.88%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21673748
• LOTUS: LTS0164532
• wikiData: Q105029042