[(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] (Z)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: c1944284-73fa-4956-a889-bd4fb8f4ac0c
• 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] (Z)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C24H32O8/c1-5-14(9-25)19(27)31-18-17-13(3)15-8-22(11-26)20(28)30-16-7-6-12(2)21(18,4)23(16,29)10-24(17,22)32-15/h5,12,15-16,18,25-26,29H,6-11H2,1-4H3/b14-5-/t12-,15+,16-,18+,21-,22+,23+,24+/m0/s1
• InChI Key: GPMKXRLTJLVUTR-FCPCVAMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.5506	55.06%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8264	82.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.6130	61.30%
P-glycoprotein inhibitior	-	0.5169	51.69%
P-glycoprotein substrate	+	0.5292	52.92%
CYP3A4 substrate	+	0.6771	67.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.5833	58.33%
CYP2C9 inhibition	-	0.7832	78.32%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.8756	87.56%
CYP2C8 inhibition	-	0.5839	58.39%
CYP inhibitory promiscuity	-	0.9218	92.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5486	54.86%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9401	94.01%
Skin irritation	+	0.6074	60.74%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6313	63.13%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.9347	93.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5459	54.59%
Acute Oral Toxicity (c)	III	0.5350	53.50%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	+	0.7778	77.78%
Aromatase binding	+	0.8102	81.02%
PPAR gamma	+	0.6282	62.82%
Honey bee toxicity	-	0.7847	78.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	93.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.09%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.52%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.74%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.16%	96.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.65%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	86.31%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.19%	95.50%
CHEMBL1871	P10275	Androgen Receptor	82.94%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	82.87%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.16%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.89%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.87%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.49%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.13%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.67%	94.33%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 163194955
• LOTUS: LTS0040161
• wikiData: Q105014997