(6,10-dimethyl-3-methylidene-2,9-dioxo-4,5,8,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl) 2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 5cbc7f69-38eb-4add-8e7f-564362c12a94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6,10-dimethyl-3-methylidene-2,9-dioxo-4,5,8,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl) 2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CC=C(CO)C(=O)OC1CC(=CCC(=O)C(=CC2C1C(=C)C(=O)O2)C)C
• SMILES (Isomeric): CC=C(CO)C(=O)OC1CC(=CCC(=O)C(=CC2C1C(=C)C(=O)O2)C)C
• InChI: InChI=1S/C20H24O6/c1-5-14(10-21)20(24)26-16-8-11(2)6-7-15(22)12(3)9-17-18(16)13(4)19(23)25-17/h5-6,9,16-18,21H,4,7-8,10H2,1-3H3
• InChI Key: QKLHPFYRHSIPQP-UHFFFAOYSA-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): 89.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6423	64.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6318	63.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6429	64.29%
P-glycoprotein inhibitior	+	0.7009	70.09%
P-glycoprotein substrate	-	0.6599	65.99%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.8676	86.76%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.5925	59.25%
CYP2C8 inhibition	-	0.7164	71.64%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6347	63.47%
Eye corrosion	-	0.9611	96.11%
Eye irritation	-	0.8422	84.22%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6837	68.37%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.4717	47.17%
Estrogen receptor binding	-	0.5335	53.35%
Androgen receptor binding	+	0.5227	52.27%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	+	0.5859	58.59%
Aromatase binding	-	0.6456	64.56%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	95.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.62%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.17%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.49%	97.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.86%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL5028	O14672	ADAM10	81.02%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.86%	94.00%

Plants that contains it

• Stevia jujuyensis

Cross-Links

• PubChem: 162971452
• LOTUS: LTS0218154
• wikiData: Q105223191