[(3aR,4R,5Z,9Z,11aS)-4-acetyloxy-6-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate

Details

• Internal ID: f72a8817-8c1e-40d5-bce1-f7aa7189fa70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,5Z,9Z,11aS)-4-acetyloxy-6-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate
• InChI: InChI=1S/C19H24O7/c1-11-18-16(25-13(3)22)7-14(9-20)5-4-6-15(10-24-12(2)21)8-17(18)26-19(11)23/h6-7,16-18,20H,1,4-5,8-10H2,2-3H3/b14-7-,15-6-/t16-,17+,18+/m1/s1
• InChI Key: CMMLHGCLSSNUIF-ZSQSBQQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• 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	+	0.9659	96.59%
Caco-2	-	0.5725	57.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6070	60.70%
BSEP inhibitior	+	0.5682	56.82%
P-glycoprotein inhibitior	-	0.6132	61.32%
P-glycoprotein substrate	-	0.7504	75.04%
CYP3A4 substrate	+	0.6233	62.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8245	82.45%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.6154	61.54%
CYP2C8 inhibition	-	0.5827	58.27%
CYP inhibitory promiscuity	-	0.8820	88.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7211	72.11%
Eye corrosion	-	0.9651	96.51%
Eye irritation	-	0.7577	75.77%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5701	57.01%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6596	65.96%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8412	84.12%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	-	0.5269	52.69%
Thyroid receptor binding	-	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	-	0.7141	71.41%
PPAR gamma	-	0.6901	69.01%
Honey bee toxicity	-	0.7374	73.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9669	96.69%

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	94.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.42%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.59%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.20%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.59%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.21%	94.45%

Plants that contains it

• Dicoma anomala

Cross-Links

• PubChem: 163078026
• LOTUS: LTS0145425
• wikiData: Q104964866