3a-hydroxy-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2-one

Details

• Internal ID: 6e2be610-78d0-417c-9354-a374711b7c8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 3a-hydroxy-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=CC2C(CC1)(C(=C)C(=O)O2)O)C
• SMILES (Isomeric): CC1=CCCC(=CC2C(CC1)(C(=C)C(=O)O2)O)C
• InChI: InChI=1S/C15H20O3/c1-10-5-4-6-11(2)9-13-15(17,8-7-10)12(3)14(16)18-13/h5,9,13,17H,3-4,6-8H2,1-2H3
• InChI Key: AZKRCCHLNBJNOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8449	84.49%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6282	62.82%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9338	93.38%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.9428	94.28%
CYP3A4 substrate	+	0.5307	53.07%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.7386	73.86%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	+	0.6335	63.35%
CYP2C8 inhibition	-	0.8591	85.91%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9769	97.69%
Eye irritation	+	0.5881	58.81%
Skin irritation	+	0.5775	57.75%
Skin corrosion	-	0.8823	88.23%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7152	71.52%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5768	57.68%
skin sensitisation	-	0.6949	69.49%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5127	51.27%
Acute Oral Toxicity (c)	III	0.3423	34.23%
Estrogen receptor binding	-	0.6895	68.95%
Androgen receptor binding	-	0.6354	63.54%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	-	0.6540	65.40%
PPAR gamma	+	0.6517	65.17%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9705	97.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.37%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	90.59%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.41%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.30%	100.00%

Plants that contains it

• Decachaeta ovatifolia
• Podachaenium eminens

Cross-Links

• PubChem: 75012028
• LOTUS: LTS0100745
• wikiData: Q104921759