[(3aR,4S,5R,6R,8Z,10S,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-4-(2-methylprop-2-enoyloxy)-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 39a4196f-59e4-48f7-b1a4-99b1b46ed1f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,5R,6R,8Z,10S,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-4-(2-methylprop-2-enoyloxy)-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C24H30O8/c1-8-14(5)22(27)32-20-19(31-21(26)12(2)3)18-15(6)23(28)30-16(18)11-13(4)9-10-17(25)24(20,7)29/h8-10,13,16,18-20,29H,2,6,11H2,1,3-5,7H3/b10-9-,14-8-/t13-,16-,18-,19+,20-,24+/m1/s1
• InChI Key: JZPQLIUKOAJRPF-KSJHYCLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₈
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.19406791 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 8
• 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	+	0.9773	97.73%
Caco-2	+	0.5170	51.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5813	58.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.8770	87.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6927	69.27%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	-	0.5951	59.51%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.7157	71.57%
CYP2C9 inhibition	-	0.9348	93.48%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.8045	80.45%
CYP2C8 inhibition	-	0.5762	57.62%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4138	41.38%
Eye corrosion	-	0.9516	95.16%
Eye irritation	-	0.8754	87.54%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5229	52.29%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.8553	85.53%
skin sensitisation	-	0.5977	59.77%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6932	69.32%
Acute Oral Toxicity (c)	III	0.3571	35.71%
Estrogen receptor binding	+	0.7490	74.90%
Androgen receptor binding	+	0.5384	53.84%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.7342	73.42%
Aromatase binding	-	0.4938	49.38%
PPAR gamma	+	0.7627	76.27%
Honey bee toxicity	-	0.6249	62.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9373	93.73%

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	99.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.22%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.80%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.87%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.87%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.66%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.56%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.16%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.11%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.95%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	85.50%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	84.90%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.14%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.68%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.56%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.49%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.08%	94.00%

Plants that contains it

• Calea urticifolia

Cross-Links

• PubChem: 162958033
• LOTUS: LTS0042202
• wikiData: Q105137499