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

Details

• Internal ID: 34a8d02a-d00e-4457-a3e4-e69d3c2be569
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (2R)-2-hydroxy-2,4-dimethyl-5-[(Z,4S,6S,8S)-4,6,8-trimethylundec-2-en-2-yl]furan-3-one
• SMILES (Canonical): CCCC(C)CC(C)CC(C)C=C(C)C1=C(C(=O)C(O1)(C)O)C
• SMILES (Isomeric): CCC[C@H](C)C[C@H](C)C[C@H](C)/C=C(/C)\C1=C(C(=O)[C@](O1)(C)O)C
• InChI: InChI=1S/C20H34O3/c1-8-9-13(2)10-14(3)11-15(4)12-16(5)18-17(6)19(21)20(7,22)23-18/h12-15,22H,8-11H2,1-7H3/b16-12-/t13-,14-,15-,20+/m0/s1
• InChI Key: RZTZCYIQYLIOJI-QXLSYPFCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.00
• 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	+	0.9822	98.22%
Caco-2	+	0.7993	79.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5554	55.54%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7971	79.71%
P-glycoprotein inhibitior	-	0.6570	65.70%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.6593	65.93%
CYP2C9 inhibition	-	0.8141	81.41%
CYP2C19 inhibition	-	0.6158	61.58%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	-	0.7839	78.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9562	95.62%
Eye irritation	-	0.9371	93.71%
Skin irritation	+	0.6143	61.43%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7098	70.98%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.6323	63.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.8018	80.18%
Acute Oral Toxicity (c)	III	0.6339	63.39%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	-	0.6372	63.72%
Thyroid receptor binding	+	0.7314	73.14%
Glucocorticoid receptor binding	+	0.5782	57.82%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.7348	73.48%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.43%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.65%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	84.27%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.30%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.84%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.27%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163001532
• LOTUS: LTS0015479
• wikiData: Q105248600