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

Details

• Internal ID: 46058104-ffc8-4885-bf84-4c2d39ef1b24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate
• InChI: InChI=1S/C17H22O6/c1-10-16-14(20)6-13(9-22-11(2)19)5-3-4-12(8-18)7-15(16)23-17(10)21/h5,7,14-16,18,20H,1,3-4,6,8-9H2,2H3
• InChI Key: HZYIZBWOHDRQJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	-	0.6118	61.18%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	-	0.7442	74.42%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	-	0.7444	74.44%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9058	90.58%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.6771	67.71%
CYP2C8 inhibition	-	0.7083	70.83%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6872	68.72%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.7969	79.69%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6161	61.61%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6522	65.22%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	-	0.5942	59.42%
Androgen receptor binding	-	0.5542	55.42%
Thyroid receptor binding	-	0.6916	69.16%
Glucocorticoid receptor binding	+	0.7481	74.81%
Aromatase binding	-	0.6248	62.48%
PPAR gamma	-	0.7059	70.59%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9434	94.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.84%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.81%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.12%	97.79%

Plants that contains it

• Dicoma tomentosa

Cross-Links

• PubChem: 163042076
• LOTUS: LTS0254151
• wikiData: Q105035945