6-(hydroxymethyl)-3,10-dimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: c148cd23-5374-4004-b9c6-a5eb718bbbc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 6-(hydroxymethyl)-3,10-dimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CC=C(CCC=C(CC2OC1=O)C)CO
• SMILES (Isomeric): CC1C2CC=C(CCC=C(CC2OC1=O)C)CO
• InChI: InChI=1S/C15H22O3/c1-10-4-3-5-12(9-16)6-7-13-11(2)15(17)18-14(13)8-10/h4,6,11,13-14,16H,3,5,7-9H2,1-2H3
• InChI Key: ILIOGIMGVJEQEZ-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: 1.80
• 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	+	0.8970	89.70%
Blood Brain Barrier	-	0.5145	51.45%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9392	93.92%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5423	54.23%
BSEP inhibitior	-	0.8064	80.64%
P-glycoprotein inhibitior	-	0.9472	94.72%
P-glycoprotein substrate	-	0.8095	80.95%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.6324	63.24%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.5150	51.50%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.8541	85.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.8048	80.48%
Skin irritation	-	0.6503	65.03%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7667	76.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6254	62.54%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	-	0.6450	64.50%
Androgen receptor binding	-	0.5840	58.40%
Thyroid receptor binding	-	0.6554	65.54%
Glucocorticoid receptor binding	+	0.6029	60.29%
Aromatase binding	-	0.8359	83.59%
PPAR gamma	-	0.6653	66.53%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	95.72%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.04%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.32%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.15%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.93%	86.00%

Plants that contains it

• Arctotis aspera

Cross-Links

• PubChem: 163019186
• LOTUS: LTS0150494
• wikiData: Q105115217