[(3aR,4R,6E,8R,10E,11aR)-8-hydroxy-6,10-dimethyl-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: 664d5778-e09d-4bad-a285-c937c6553198
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6E,8R,10E,11aR)-8-hydroxy-6,10-dimethyl-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/c1-12-8-17(24)9-13(2)11-19-20(15(4)22(26)29-19)18(10-12)28-21(25)14(3)6-7-27-16(5)23/h6,8,11,17-20,24H,4,7,9-10H2,1-3,5H3/b12-8+,13-11+,14-6-/t17-,18+,19+,20+/m0/s1
• InChI Key: GHYQAZLCOXMXSD-GUHKDTNSSA-N
• Popularity: 2 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: 1.80
• Atomic LogP (AlogP): 2.55
• 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	+	0.9839	98.39%
Caco-2	-	0.5986	59.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8767	87.67%
P-glycoprotein inhibitior	+	0.7310	73.10%
P-glycoprotein substrate	-	0.7255	72.55%
CYP3A4 substrate	+	0.6206	62.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6514	65.14%
CYP2C9 inhibition	-	0.8363	83.63%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.5497	54.97%
CYP2C8 inhibition	-	0.7182	71.82%
CYP inhibitory promiscuity	-	0.9075	90.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8548	85.48%
Skin irritation	-	0.5644	56.44%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4821	48.21%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7937	79.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.4127	41.27%
Estrogen receptor binding	+	0.6082	60.82%
Androgen receptor binding	+	0.5304	53.04%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6422	64.22%
Aromatase binding	-	0.6010	60.10%
PPAR gamma	+	0.5453	54.53%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9809	98.09%

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%
CHEMBL221	P23219	Cyclooxygenase-1	90.43%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.51%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 162846626
• LOTUS: LTS0259829
• wikiData: Q105008811