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

Details

• Internal ID: 661e7994-eb4e-44a6-953f-3ef7c7090106
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [5-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-methylpropanoate
• InChI: InChI=1S/C19H26O6/c1-11(2)18(22)24-10-14-6-4-5-13(9-20)7-17-15(8-16(14)21)12(3)19(23)25-17/h6-7,11,15-17,20-21H,3-5,8-10H2,1-2H3
• InChI Key: GZIMGDQFKSRIPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.6164	61.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8238	82.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	-	0.5816	58.16%
P-glycoprotein inhibitior	-	0.7186	71.86%
P-glycoprotein substrate	-	0.7911	79.11%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.6871	68.71%
CYP2C9 inhibition	-	0.8519	85.19%
CYP2C19 inhibition	-	0.8264	82.64%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.6966	69.66%
CYP2C8 inhibition	-	0.5772	57.72%
CYP inhibitory promiscuity	-	0.8821	88.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6629	66.29%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8391	83.91%
Skin irritation	-	0.7180	71.80%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7078	70.78%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6511	65.11%
Acute Oral Toxicity (c)	III	0.5189	51.89%
Estrogen receptor binding	+	0.5961	59.61%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.7800	78.00%
Aromatase binding	-	0.4923	49.23%
PPAR gamma	-	0.5915	59.15%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9379	93.79%

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	97.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.75%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.51%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.13%	98.75%

Plants that contains it

• Dicoma schinzii

Cross-Links

• PubChem: 163041110
• LOTUS: LTS0239952
• wikiData: Q105024400