[(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: e50c03c8-81e6-41ff-b33a-3e1bc2dacce6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-4-acetyloxy-2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-13-6-5-7-17(12-23)11-19-20(15(3)22(26)29-19)18(10-13)28-21(25)14(2)8-9-27-16(4)24/h6,8,11,18-20,23H,3,5,7,9-10,12H2,1-2,4H3/b13-6+,14-8-,17-11-/t18-,19+,20+/m0/s1
• InChI Key: GNIAWQVTXAZHNK-UQVBBZOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9641	96.41%
Caco-2	-	0.6506	65.06%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7409	74.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8714	87.14%
P-glycoprotein inhibitior	+	0.6307	63.07%
P-glycoprotein substrate	-	0.6823	68.23%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.7851	78.51%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	+	0.5215	52.15%
CYP2C8 inhibition	+	0.4651	46.51%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8613	86.13%
Skin irritation	-	0.6030	60.30%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5293	52.93%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.5094	50.94%
Estrogen receptor binding	-	0.5162	51.62%
Androgen receptor binding	-	0.4831	48.31%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.6837	68.37%
Aromatase binding	-	0.6207	62.07%
PPAR gamma	+	0.5522	55.22%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	96.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.94%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.23%	100.00%

Plants that contains it

• Centaurea aspera

Cross-Links

• PubChem: 162965532
• LOTUS: LTS0026312
• wikiData: Q105012566