[(3aR,4R,5Z,7S,11S,11aS)-7-ethoxy-6-formyl-11-hydroxy-3,10-dimethylidene-2-oxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] 2-methylprop-2-enoate

Details

• Internal ID: 57a2e41f-8159-4b3a-9c86-55a1fa6ca470
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aR,4R,5Z,7S,11S,11aS)-7-ethoxy-6-formyl-11-hydroxy-3,10-dimethylidene-2-oxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C21H26O7/c1-6-26-15-8-7-12(4)18(23)19-17(13(5)21(25)28-19)16(9-14(15)10-22)27-20(24)11(2)3/h9-10,15-19,23H,2,4-8H2,1,3H3/b14-9+/t15-,16+,17+,18-,19-/m0/s1
• InChI Key: MVHWAMDNVFDMJV-GGGXDIGGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.81
• 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	+	0.9719	97.19%
Caco-2	-	0.7346	73.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8238	82.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6320	63.20%
BSEP inhibitior	-	0.6553	65.53%
P-glycoprotein inhibitior	-	0.6145	61.45%
P-glycoprotein substrate	-	0.5553	55.53%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.7349	73.49%
CYP2C9 inhibition	-	0.7538	75.38%
CYP2C19 inhibition	-	0.7129	71.29%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.5743	57.43%
CYP2C8 inhibition	+	0.5212	52.12%
CYP inhibitory promiscuity	-	0.7998	79.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6731	67.31%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.8888	88.88%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5601	56.01%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.4862	48.62%
Estrogen receptor binding	+	0.8136	81.36%
Androgen receptor binding	-	0.6122	61.22%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.7021	70.21%
Aromatase binding	-	0.5780	57.80%
PPAR gamma	+	0.6607	66.07%
Honey bee toxicity	-	0.7438	74.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9770	97.70%

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	92.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.91%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.86%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.12%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.03%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	83.80%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.38%	96.09%

Plants that contains it

• Milleria quinqueflora

Cross-Links

• PubChem: 163189070
• LOTUS: LTS0219255
• wikiData: Q105173035