[(3aR,4S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 8b45fbff-8103-46f1-b53b-f018528f53e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,6E,10E,11aR)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O5/c1-11-6-5-7-12(2)9-16-17(14(4)19(22)24-16)15(8-11)23-18(21)13(3)10-20/h6,9,15-17,20H,3-5,7-8,10H2,1-2H3/b11-6+,12-9+/t15-,16+,17+/m0/s1
• InChI Key: NPOSGLKQGDFWTF-AHASUXGHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.6737	67.37%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7824	78.24%
P-glycoprotein inhibitior	-	0.6840	68.40%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	+	0.6083	60.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.5080	50.80%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.8664	86.64%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.5717	57.17%
CYP2C8 inhibition	-	0.6951	69.51%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.7136	71.36%
Skin irritation	-	0.5405	54.05%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5296	52.96%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7292	72.92%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	-	0.6639	66.39%
Androgen receptor binding	+	0.5192	51.92%
Thyroid receptor binding	-	0.5328	53.28%
Glucocorticoid receptor binding	+	0.5406	54.06%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.7858	78.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.50%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	81.10%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.68%	97.09%

Plants that contains it

• Brachylaena elliptica

Cross-Links

• PubChem: 163195174
• LOTUS: LTS0209210
• wikiData: Q105183258