2-[(1S,6S,7S,11S,13R,16R,17S)-7-hydroxy-6,10,16-trimethyl-4,8,15-trioxo-3,14-dioxatetracyclo[11.4.0.01,5.06,11]heptadec-9-en-17-yl]acetic acid

Details

• Internal ID: a2d8ac76-e793-4eec-bdf1-edfbb298b175
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 2-[(1S,6S,7S,11S,13R,16R,17S)-7-hydroxy-6,10,16-trimethyl-4,8,15-trioxo-3,14-dioxatetracyclo[11.4.0.01,5.06,11]heptadec-9-en-17-yl]acetic acid
• InChI: InChI=1S/C20H24O8/c1-8-4-12(21)16(24)19(3)10(8)5-13-20(7-27-18(26)15(19)20)11(6-14(22)23)9(2)17(25)28-13/h4,9-11,13,15-16,24H,5-7H2,1-3H3,(H,22,23)/t9-,10+,11+,13-,15?,16-,19+,20-/m1/s1
• InChI Key: HEARPDWGNHOTSL-MRNGTTDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 7
• 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	+	0.9579	95.79%
Caco-2	+	0.5146	51.46%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8080	80.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8241	82.41%
P-glycoprotein inhibitior	-	0.7075	70.75%
P-glycoprotein substrate	+	0.7147	71.47%
CYP3A4 substrate	+	0.6382	63.82%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8991	89.91%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9436	94.36%
CYP2C19 inhibition	-	0.9477	94.77%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	-	0.7969	79.69%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4566	45.66%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9235	92.35%
Skin irritation	+	0.6042	60.42%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6046	60.46%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6263	62.63%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5077	50.77%
Acute Oral Toxicity (c)	I	0.6589	65.89%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	-	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6844	68.44%
Aromatase binding	-	0.5177	51.77%
PPAR gamma	-	0.5097	50.97%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	95.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.18%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.42%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.28%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 102316543
• LOTUS: LTS0273979
• wikiData: Q105026709