(4R)-4-[[(1R,2S,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-3-methylideneoxolan-2-one

Details

• Internal ID: eb57291d-8596-4229-94dd-103cfd5b5636
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R)-4-[[(1R,2S,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-3-methylideneoxolan-2-one
• InChI: InChI=1S/C15H22O3/c1-9(2)12-5-6-15(4,17)13(12)7-11-8-18-14(16)10(11)3/h11-13,17H,1,3,5-8H2,2,4H3/t11-,12+,13+,15-/m0/s1
• InChI Key: WWRKMHCPLLVBOP-JLNYLFASSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7107	71.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7888	78.88%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5423	54.23%
BSEP inhibitior	-	0.8896	88.96%
P-glycoprotein inhibitior	-	0.9256	92.56%
P-glycoprotein substrate	-	0.6963	69.63%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7046	70.46%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.8281	82.81%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.7864	78.64%
CYP2C8 inhibition	-	0.8678	86.78%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9764	97.64%
Eye irritation	-	0.5953	59.53%
Skin irritation	-	0.5425	54.25%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5753	57.53%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5639	56.39%
skin sensitisation	-	0.7076	70.76%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5344	53.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7525	75.25%
Acute Oral Toxicity (c)	III	0.6274	62.74%
Estrogen receptor binding	+	0.6658	66.58%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.7713	77.13%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5116	51.16%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9783	97.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.80%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.19%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.17%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.54%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.88%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.92%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.06%	96.09%

Plants that contains it

• Bedfordia arborescens

Cross-Links

• PubChem: 162879213
• LOTUS: LTS0175785
• wikiData: Q105314231