(3aR,5Z,9E,11aS)-6-(hydroxymethyl)-10-methyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 66563e29-82ef-48af-959a-12dd740ab233
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,5Z,9E,11aS)-6-(hydroxymethyl)-10-methyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H20O3/c1-10-4-3-5-12(9-16)6-7-13-11(2)15(17)18-14(13)8-10/h4,6,13-14,16H,2-3,5,7-9H2,1H3/b10-4+,12-6-/t13-,14+/m1/s1
• InChI Key: XEAAWSHNKCFYSB-ILDKRJFYSA-N
• Popularity: 2 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: 1.70
• Atomic LogP (AlogP): 2.52
• 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	+	0.9929	99.29%
Caco-2	+	0.7961	79.61%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	-	0.8873	88.73%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	+	0.5181	51.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.7678	76.78%
CYP2C9 inhibition	-	0.8672	86.72%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7317	73.17%
CYP inhibitory promiscuity	-	0.8771	87.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.5803	58.03%
Skin irritation	-	0.6017	60.17%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5891	58.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4771	47.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5800	58.00%
skin sensitisation	-	0.7571	75.71%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.5578	55.78%
Estrogen receptor binding	-	0.7231	72.31%
Androgen receptor binding	-	0.5553	55.53%
Thyroid receptor binding	-	0.7324	73.24%
Glucocorticoid receptor binding	+	0.5443	54.43%
Aromatase binding	-	0.7383	73.83%
PPAR gamma	-	0.6453	64.53%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	96.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.20%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.18%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.70%	100.00%

Plants that contains it

• Arctotis aspera

Cross-Links

• PubChem: 14466162
• LOTUS: LTS0108789
• wikiData: Q105326189