[10-(Hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 3-methylbutanoate

Details

• Internal ID: 00cb7801-da7b-4a02-8ec2-af80fb676820
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 3-methylbutanoate
• InChI: InChI=1S/C20H28O5/c1-12(2)8-18(22)24-16-9-13(3)6-5-7-15(11-21)10-17-19(16)14(4)20(23)25-17/h6,10,12,16-17,19,21H,4-5,7-9,11H2,1-3H3
• InChI Key: ZEPVGWURVYMKCE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.5901	59.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7951	79.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.8653	86.53%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8699	86.99%
P-glycoprotein inhibitior	-	0.5553	55.53%
P-glycoprotein substrate	-	0.6673	66.73%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	+	0.5404	54.04%
CYP2C9 inhibition	-	0.6547	65.47%
CYP2C19 inhibition	-	0.7699	76.99%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.6129	61.29%
CYP2C8 inhibition	-	0.7081	70.81%
CYP inhibitory promiscuity	-	0.8717	87.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8731	87.31%
Skin irritation	-	0.6116	61.16%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5654	56.54%
Acute Oral Toxicity (c)	III	0.4956	49.56%
Estrogen receptor binding	-	0.6928	69.28%
Androgen receptor binding	-	0.5063	50.63%
Thyroid receptor binding	-	0.5657	56.57%
Glucocorticoid receptor binding	+	0.6886	68.86%
Aromatase binding	-	0.6693	66.93%
PPAR gamma	-	0.5849	58.49%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.53%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.52%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.87%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	81.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.35%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.11%	95.50%
CHEMBL5028	O14672	ADAM10	80.13%	97.50%

Plants that contains it

• Cheirolophus arbutifolius

Cross-Links

• PubChem: 163005600
• LOTUS: LTS0087027
• wikiData: Q105373505