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

Details

• Internal ID: 3ac9ddd0-8d77-45c8-85d3-9987dc5a16ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(7S,9S,10E,11aR)-7-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-2-oxo-4,5,7,8,9,11a-hexahydrocyclodeca[b]furan-9-yl] acetate
• InChI: InChI=1S/C17H22O6/c1-9-4-5-12-13(8-18)17(21)23-16(12)6-10(2)15(7-14(9)20)22-11(3)19/h6,14-16,18,20H,1,4-5,7-8H2,2-3H3/b10-6+/t14-,15-,16+/m0/s1
• InChI Key: MCJAKNZUJXCHOQ-PIIOTDTNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.6155	61.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6363	63.63%
BSEP inhibitior	-	0.4645	46.45%
P-glycoprotein inhibitior	-	0.7089	70.89%
P-glycoprotein substrate	-	0.7505	75.05%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	+	0.5608	56.08%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.5152	51.52%
CYP2C8 inhibition	-	0.7091	70.91%
CYP inhibitory promiscuity	-	0.8986	89.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6844	68.44%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.6245	62.45%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6196	61.96%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6249	62.49%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6571	65.71%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.7227	72.27%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	-	0.6781	67.81%
PPAR gamma	-	0.6129	61.29%
Honey bee toxicity	-	0.7782	77.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	93.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	88.78%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.75%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.60%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.22%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%

Plants that contains it

• Artemisia judaica

Cross-Links

• PubChem: 14021314
• LOTUS: LTS0120620
• wikiData: Q105161231