[(2R,3S,4R,8S,9S,10R,11R)-3,10-dihydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 1515a657-42d2-42b3-8afb-2d8dc3a38c04
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(2R,3S,4R,8S,9S,10R,11R)-3,10-dihydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O8/c1-6-8(2)18(24)27-16-13-10(4)19(25)26-15(13)14(22)9(3)11-7-12(21)20(5,28-11)17(16)23/h6-7,9,13-17,22-23H,4H2,1-3,5H3/b8-6-/t9-,13-,14-,15+,16-,17+,20-/m0/s1
• InChI Key: BOSMSDXDJXIVAW-AGEWWBBFSA-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): 119.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 8
• 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	+	0.9692	96.92%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.8660	86.60%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7139	71.39%
P-glycoprotein inhibitior	-	0.4720	47.20%
P-glycoprotein substrate	-	0.6985	69.85%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.7531	75.31%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.7878	78.78%
CYP2C8 inhibition	-	0.7290	72.90%
CYP inhibitory promiscuity	-	0.8423	84.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Danger	0.5135	51.35%
Eye corrosion	-	0.9530	95.30%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5997	59.97%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4574	45.74%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.6882	68.82%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6812	68.12%
Acute Oral Toxicity (c)	III	0.4125	41.25%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.5791	57.91%
Thyroid receptor binding	+	0.6573	65.73%
Glucocorticoid receptor binding	+	0.6251	62.51%
Aromatase binding	-	0.5358	53.58%
PPAR gamma	+	0.5911	59.11%
Honey bee toxicity	-	0.6347	63.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9410	94.10%

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	98.52%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.41%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.00%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.46%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162936745
• LOTUS: LTS0116286
• wikiData: Q104939541