4-hydroxy-3,5-dimethyl-6-[(E,4S,6R,8S)-4,6,8-trimethylundec-2-en-2-yl]pyran-2-one

Details

• Internal ID: 7fbe1e41-1ea9-40d3-b821-b27977653e8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3,5-dimethyl-6-[(E,4S,6R,8S)-4,6,8-trimethylundec-2-en-2-yl]pyran-2-one
• SMILES (Canonical): CCCC(C)CC(C)CC(C)C=C(C)C1=C(C(=C(C(=O)O1)C)O)C
• SMILES (Isomeric): CCC[C@H](C)C[C@@H](C)C[C@H](C)/C=C(\C)/C1=C(C(=C(C(=O)O1)C)O)C
• InChI: InChI=1S/C21H34O3/c1-8-9-13(2)10-14(3)11-15(4)12-16(5)20-17(6)19(22)18(7)21(23)24-20/h12-15,22H,8-11H2,1-7H3/b16-12+/t13-,14+,15-/m0/s1
• InChI Key: IPVYZLACGWVYRC-YTTNPODESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.85
• 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	+	0.9930	99.30%
Caco-2	+	0.7662	76.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6472	64.72%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8203	82.03%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6471	64.71%
P-glycoprotein inhibitior	-	0.6970	69.70%
P-glycoprotein substrate	-	0.7350	73.50%
CYP3A4 substrate	-	0.5129	51.29%
CYP2C9 substrate	+	0.7066	70.66%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.6063	60.63%
CYP2C9 inhibition	-	0.7258	72.58%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	+	0.6009	60.09%
CYP2C8 inhibition	-	0.8481	84.81%
CYP inhibitory promiscuity	-	0.5484	54.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8749	87.49%
Skin irritation	-	0.6410	64.10%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4247	42.47%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.4775	47.75%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5508	55.08%
Estrogen receptor binding	+	0.7196	71.96%
Androgen receptor binding	-	0.5348	53.48%
Thyroid receptor binding	+	0.7084	70.84%
Glucocorticoid receptor binding	+	0.5745	57.45%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.8283	82.83%
Honey bee toxicity	-	0.8803	88.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.81%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.76%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.95%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.89%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.73%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.64%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54702598
• LOTUS: LTS0092481
• wikiData: Q105117539