[(3aR,4R,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (5S)-5-hydroxy-2,5-dihydrofuran-3-carboxylate

Details

• Internal ID: 0887625e-5543-4b0c-90fc-2be3a6e2d6db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (5S)-5-hydroxy-2,5-dihydrofuran-3-carboxylate
• SMILES (Canonical): CC1=CC2C(C(CC(=CCC1)C)OC(=O)C3=CC(OC3)O)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@@H]2[C@@H]([C@@H](C/C(=C/CC1)/C)OC(=O)C3=C[C@H](OC3)O)C(=C)C(=O)O2
• InChI: InChI=1S/C20H24O6/c1-11-5-4-6-12(2)8-16(18-13(3)19(22)25-15(18)7-11)26-20(23)14-9-17(21)24-10-14/h6-7,9,15-18,21H,3-5,8,10H2,1-2H3/b11-7+,12-6+/t15-,16-,17+,18+/m1/s1
• InChI Key: GWPLGGJNZWWQIB-ZLURQSTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.6282	62.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8158	81.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6449	64.49%
P-glycoprotein inhibitior	-	0.5557	55.57%
P-glycoprotein substrate	-	0.7756	77.56%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.6961	69.61%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.8836	88.36%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	+	0.5414	54.14%
CYP2C8 inhibition	-	0.5832	58.32%
CYP inhibitory promiscuity	-	0.9400	94.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6460	64.60%
Eye corrosion	-	0.9736	97.36%
Eye irritation	-	0.8443	84.43%
Skin irritation	-	0.6173	61.73%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5669	56.69%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5298	52.98%
Acute Oral Toxicity (c)	III	0.3848	38.48%
Estrogen receptor binding	+	0.5784	57.84%
Androgen receptor binding	+	0.6044	60.44%
Thyroid receptor binding	-	0.5234	52.34%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	+	0.5360	53.60%
PPAR gamma	+	0.6305	63.05%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	95.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.95%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.95%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.23%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.52%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.20%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	80.12%	97.79%

Plants that contains it

• Disynaphia multicrenulata

Cross-Links

• PubChem: 162849498
• LOTUS: LTS0048087
• wikiData: Q105022640