(3aR,4R,6E,10E,11aR)-6,10-dimethyl-3-methylidene-4-propoxy-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 2e3ffa56-6aa9-4a4f-b9db-4f33fc2098bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,4R,6E,10E,11aR)-6,10-dimethyl-3-methylidene-4-propoxy-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• InChI: InChI=1S/C18H26O3/c1-5-9-20-15-10-12(2)7-6-8-13(3)11-16-17(15)14(4)18(19)21-16/h7,11,15-17H,4-6,8-10H2,1-3H3/b12-7+,13-11+/t15-,16-,17-/m1/s1
• InChI Key: MAJLUSFFALGPAB-ZYUWZBRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9118	91.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5027	50.27%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6898	68.98%
P-glycoprotein inhibitior	-	0.6125	61.25%
P-glycoprotein substrate	-	0.8523	85.23%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	-	0.7821	78.21%
CYP2C19 inhibition	-	0.5089	50.89%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	+	0.6473	64.73%
CYP2C8 inhibition	-	0.6828	68.28%
CYP inhibitory promiscuity	-	0.6457	64.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9588	95.88%
Eye irritation	-	0.8186	81.86%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7062	70.62%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7533	75.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7740	77.40%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	-	0.7349	73.49%
Androgen receptor binding	-	0.5774	57.74%
Thyroid receptor binding	-	0.5549	55.49%
Glucocorticoid receptor binding	-	0.4636	46.36%
Aromatase binding	-	0.7906	79.06%
PPAR gamma	+	0.5304	53.04%
Honey bee toxicity	-	0.8056	80.56%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	94.29%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.94%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%

Plants that contains it

• Helogyne apaloidea

Cross-Links

• PubChem: 163094449
• LOTUS: LTS0140598
• wikiData: Q105160382