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

Details

• Internal ID: ba4b3a09-0099-4695-b825-e4260b947e6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,5Z,9Z,11aS)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-hydroxy-2-methylpropanoate
• InChI: InChI=1S/C19H26O6/c1-12-15-8-7-13(11-24-18(22)19(2,3)23)5-4-6-14(10-20)9-16(15)25-17(12)21/h6-7,15-16,20,23H,1,4-5,8-11H2,2-3H3/b13-7-,14-6-/t15-,16+/m1/s1
• InChI Key: KJTMBRWYNYBORC-CWJVHZSXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8995	89.95%
Caco-2	-	0.5608	56.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8695	86.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	+	0.6516	65.16%
P-glycoprotein inhibitior	-	0.8028	80.28%
P-glycoprotein substrate	-	0.8209	82.09%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.7701	77.01%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.7806	78.06%
CYP2C8 inhibition	+	0.5994	59.94%
CYP inhibitory promiscuity	-	0.8315	83.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8248	82.48%
Skin irritation	-	0.6771	67.71%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4946	49.46%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.5910	59.10%
Estrogen receptor binding	+	0.6658	66.58%
Androgen receptor binding	+	0.5288	52.88%
Thyroid receptor binding	+	0.5863	58.63%
Glucocorticoid receptor binding	+	0.8674	86.74%
Aromatase binding	+	0.5938	59.38%
PPAR gamma	+	0.5265	52.65%
Honey bee toxicity	-	0.8123	81.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9485	94.85%

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	99.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	82.11%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 16056987
• LOTUS: LTS0096698
• wikiData: Q105141965