[(1R,2R,3S,5R,7R,8R,10R,11R)-5-acetyloxy-10-hydroxy-5-methyl-9-methylidene-12-oxatetracyclo[6.4.0.01,11.03,7]dodecan-2-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: e17cfee9-2a02-4974-80be-d699384f7047
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(1R,2R,3S,5R,7R,8R,10R,11R)-5-acetyloxy-10-hydroxy-5-methyl-9-methylidene-12-oxatetracyclo[6.4.0.01,11.03,7]dodecan-2-yl] 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O7/c1-8(7-20)17(23)24-15-12-6-18(4,25-10(3)21)5-11(12)13-9(2)14(22)16-19(13,15)26-16/h11-16,20,22H,1-2,5-7H2,3-4H3/t11-,12+,13+,14-,15-,16-,18-,19-/m1/s1
• InChI Key: XJOVPZUFHOBQJV-MAPDTAMCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9084	90.84%
Caco-2	-	0.5880	58.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6379	63.79%
P-glycoprotein inhibitior	-	0.7602	76.02%
P-glycoprotein substrate	-	0.5843	58.43%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.6869	68.69%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.8598	85.98%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	-	0.6444	64.44%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.6505	65.05%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6315	63.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.7967	79.67%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5781	57.81%
skin sensitisation	-	0.7339	73.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.5003	50.03%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.6508	65.08%
Thyroid receptor binding	+	0.6580	65.80%
Glucocorticoid receptor binding	+	0.7862	78.62%
Aromatase binding	+	0.7321	73.21%
PPAR gamma	+	0.6261	62.61%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6905	69.05%
Fish aquatic toxicity	+	0.9357	93.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.93%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.97%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	86.60%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.42%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	85.06%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%

Plants that contains it

• Hilliardiella oligocephala

Cross-Links

• PubChem: 163093896
• LOTUS: LTS0005970
• wikiData: Q105329113