[10-(Hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate

Details

• Internal ID: af0febcb-06d5-41d8-8927-ac7bd2f67560
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)CO
• SMILES (Isomeric): CC(=O)OCC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)CO
• InChI: InChI=1S/C17H22O5/c1-11-15-7-6-13(10-21-12(2)19)4-3-5-14(9-18)8-16(15)22-17(11)20/h4,8,15-16,18H,1,3,5-7,9-10H2,2H3
• InChI Key: VJOSPOVYCPNUQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 5
• 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	+	0.9716	97.16%
Caco-2	+	0.5222	52.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	-	0.5994	59.94%
P-glycoprotein inhibitior	-	0.7063	70.63%
P-glycoprotein substrate	-	0.8467	84.67%
CYP3A4 substrate	+	0.5918	59.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8395	83.95%
CYP2C9 inhibition	-	0.7631	76.31%
CYP2C19 inhibition	-	0.7259	72.59%
CYP2D6 inhibition	-	0.8767	87.67%
CYP1A2 inhibition	+	0.5202	52.02%
CYP2C8 inhibition	-	0.6102	61.02%
CYP inhibitory promiscuity	-	0.8195	81.95%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.6500	65.00%
Skin irritation	-	0.6688	66.88%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6232	62.32%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5053	50.53%
Acute Oral Toxicity (c)	III	0.5756	57.56%
Estrogen receptor binding	-	0.5868	58.68%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	-	0.6434	64.34%
Glucocorticoid receptor binding	+	0.7948	79.48%
Aromatase binding	-	0.7189	71.89%
PPAR gamma	-	0.7330	73.30%
Honey bee toxicity	-	0.8451	84.51%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.64%	100.00%

Plants that contains it

• Dicoma capensis
• Dicoma tomentosa

Cross-Links

• PubChem: 72833944
• LOTUS: LTS0112932
• wikiData: Q105287412