[(3R,5S,8S,11S,12S,13S,15R,16S)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylprop-2-enoate

Details

• Internal ID: f2bafd17-3ba9-482d-b8d6-4ecaa8c2ea89
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(3R,5S,8S,11S,12S,13S,15R,16S)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C23H30O7/c1-11(2)18(25)29-17-16-13(4)14-8-21(10-24)19(26)28-15-7-6-12(3)20(17,5)22(15,27)9-23(16,21)30-14/h12,14-15,17,24,27H,1,6-10H2,2-5H3/t12-,14+,15-,17+,20-,21+,22+,23+/m0/s1
• InChI Key: CLGSNTIARXYWGA-LFOJYBOHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.19915329 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.81
• 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	+	0.9769	97.69%
Caco-2	+	0.5569	55.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8092	80.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5668	56.68%
BSEP inhibitior	-	0.7126	71.26%
P-glycoprotein inhibitior	-	0.6064	60.64%
P-glycoprotein substrate	+	0.5153	51.53%
CYP3A4 substrate	+	0.6909	69.09%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	+	0.5911	59.11%
CYP2C9 inhibition	-	0.7171	71.71%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8443	84.43%
CYP2C8 inhibition	-	0.5612	56.12%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5094	50.94%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9165	91.65%
Skin irritation	+	0.6761	67.61%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6704	67.04%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5476	54.76%
skin sensitisation	-	0.9263	92.63%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7429	74.29%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.8353	83.53%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.7324	73.24%
PPAR gamma	+	0.7362	73.62%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9922	99.22%

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	95.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.68%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.09%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	89.01%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.22%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.27%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.44%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.41%	91.07%
CHEMBL4040	P28482	MAP kinase ERK2	84.14%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.92%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.61%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.27%	95.56%
CHEMBL1871	P10275	Androgen Receptor	81.48%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.46%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.27%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.06%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.62%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 162952876
• LOTUS: LTS0245106
• wikiData: Q104963419