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

Details

• Internal ID: 104d686c-08d4-49ec-8fd1-f74b374d5823
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,5S,6E,10Z,11aR)-6-formyl-4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] acetate
• InChI: InChI=1S/C17H20O7/c1-9-14-13(24-17(9)22)6-11(7-18)4-3-5-12(8-19)16(15(14)21)23-10(2)20/h5-6,8,13-16,18,21H,1,3-4,7H2,2H3/b11-6-,12-5-/t13-,14+,15+,16+/m1/s1
• InChI Key: FOXVJGRKTTWEEP-DZCIPWRBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9272	92.72%
Caco-2	-	0.7330	73.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7973	79.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.7912	79.12%
P-glycoprotein inhibitior	-	0.7722	77.22%
P-glycoprotein substrate	-	0.6503	65.03%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8394	83.94%
CYP2C9 inhibition	-	0.7159	71.59%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.5807	58.07%
CYP2C8 inhibition	-	0.6824	68.24%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6263	62.63%
Eye corrosion	-	0.9526	95.26%
Eye irritation	-	0.8911	89.11%
Skin irritation	-	0.6858	68.58%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7201	72.01%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5207	52.07%
skin sensitisation	-	0.8516	85.16%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5426	54.26%
Acute Oral Toxicity (c)	III	0.4797	47.97%
Estrogen receptor binding	+	0.5403	54.03%
Androgen receptor binding	-	0.6190	61.90%
Thyroid receptor binding	-	0.6871	68.71%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	-	0.6882	68.82%
PPAR gamma	-	0.6206	62.06%
Honey bee toxicity	-	0.7623	76.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9238	92.38%

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	97.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.46%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.92%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.02%	94.73%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%

Plants that contains it

• Lecocarpus pinnatifidus

Cross-Links

• PubChem: 162894171
• LOTUS: LTS0050947
• wikiData: Q104999028