10-(hydroxymethyl)-3,6-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: e0a21ad3-06a4-4f67-9aa1-0aade1ec44cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 10-(hydroxymethyl)-3,6-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=CCCC(=CC2OC1=O)CO)C
• SMILES (Isomeric): CC1C2CCC(=CCCC(=CC2OC1=O)CO)C
• InChI: InChI=1S/C15H22O3/c1-10-4-3-5-12(9-16)8-14-13(7-6-10)11(2)15(17)18-14/h4,8,11,13-14,16H,3,5-7,9H2,1-2H3
• InChI Key: JWJOVYZAXACWBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8670	86.70%
Blood Brain Barrier	-	0.5145	51.45%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5923	59.23%
BSEP inhibitior	-	0.8405	84.05%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.8448	84.48%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.6003	60.03%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	-	0.7837	78.37%
CYP2D6 inhibition	-	0.8568	85.68%
CYP1A2 inhibition	+	0.6284	62.84%
CYP2C8 inhibition	-	0.8990	89.90%
CYP inhibitory promiscuity	-	0.7733	77.33%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9671	96.71%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7627	76.27%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7212	72.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6723	67.23%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	-	0.7943	79.43%
Androgen receptor binding	-	0.5873	58.73%
Thyroid receptor binding	-	0.6275	62.75%
Glucocorticoid receptor binding	-	0.4741	47.41%
Aromatase binding	-	0.8687	86.87%
PPAR gamma	-	0.7739	77.39%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	94.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.74%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.73%	86.00%
CHEMBL1871	P10275	Androgen Receptor	81.52%	96.43%

Plants that contains it

• Platycarphella carlinoides

Cross-Links

• PubChem: 163080325
• LOTUS: LTS0251705
• wikiData: Q105136191