[(3aS,4S,5S,6E,10Z,11aR)-6-formyl-10-(hydroxymethyl)-5-methoxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

• Internal ID: 07f73316-98f6-4ccc-a1c3-2fa84de9b9eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,4S,5S,6E,10Z,11aR)-6-formyl-10-(hydroxymethyl)-5-methoxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C2C(C=C(CCC=C(C1OC)C=O)CO)OC(=O)C2=C
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1[C@@H]2[C@@H](/C=C(/CC/C=C(\[C@@H]1OC)/C=O)\CO)OC(=O)C2=C
• InChI: InChI=1S/C20H26O7/c1-11(2)19(23)27-18-16-12(3)20(24)26-15(16)8-13(9-21)6-5-7-14(10-22)17(18)25-4/h7-8,10-11,15-18,21H,3,5-6,9H2,1-2,4H3/b13-8-,14-7-/t15-,16+,17+,18+/m1/s1
• InChI Key: KOSNOBOYWSVACZ-JMSTWJIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	+	0.5834	58.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7667	76.67%
P-glycoprotein inhibitior	-	0.5143	51.43%
P-glycoprotein substrate	-	0.6105	61.05%
CYP3A4 substrate	+	0.6103	61.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8997	89.97%
CYP3A4 inhibition	-	0.6042	60.42%
CYP2C9 inhibition	-	0.6346	63.46%
CYP2C19 inhibition	-	0.7137	71.37%
CYP2D6 inhibition	-	0.8930	89.30%
CYP1A2 inhibition	-	0.5378	53.78%
CYP2C8 inhibition	-	0.6621	66.21%
CYP inhibitory promiscuity	-	0.7726	77.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9593	95.93%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.7189	71.89%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7207	72.07%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5332	53.32%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5775	57.75%
Acute Oral Toxicity (c)	III	0.4853	48.53%
Estrogen receptor binding	+	0.6145	61.45%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	-	0.5649	56.49%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	-	0.5370	53.70%
PPAR gamma	+	0.5617	56.17%
Honey bee toxicity	-	0.7288	72.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9078	90.78%

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	94.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.63%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.57%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.92%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Acanthospermum hispidum

Cross-Links

• PubChem: 163006571
• LOTUS: LTS0054662
• wikiData: Q105143976