[(1S,4S,7S,8R,9R,10S,11R,14R)-8-acetyloxy-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-9-methyl-5,15-dioxo-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-en-11-yl] acetate

Details

• Internal ID: 8b70453a-8987-4481-b01d-d0702ab5f44e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,4S,7S,8R,9R,10S,11R,14R)-8-acetyloxy-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-9-methyl-5,15-dioxo-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-en-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=CC2C(=O)OCC23C1C4(C(CC3)C(=O)OC(C4OC(=O)C)C5=CC(OC5=O)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C[C@H]2C(=O)OC[C@@]23[C@H]1[C@@]4([C@H](CC3)C(=O)O[C@H]([C@@H]4OC(=O)C)C5=C[C@H](OC5=O)O)C
• InChI: InChI=1S/C24H26O11/c1-10(25)32-15-5-4-14-21(29)31-9-24(14)7-6-13-22(30)35-17(12-8-16(27)34-20(12)28)19(33-11(2)26)23(13,3)18(15)24/h4-5,8,13-19,27H,6-7,9H2,1-3H3/t13-,14+,15-,16+,17+,18-,19+,23+,24-/m1/s1
• InChI Key: FVWSECMXGBTHNX-CSSWALLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₁
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.14751164 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.6793	67.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8585	85.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.8930	89.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6662	66.62%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	-	0.5222	52.22%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.8192	81.92%
CYP2C19 inhibition	-	0.9157	91.57%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	-	0.5820	58.20%
CYP inhibitory promiscuity	-	0.7578	75.78%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.9037	90.37%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5478	54.78%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8149	81.49%
Acute Oral Toxicity (c)	I	0.4902	49.02%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.5325	53.25%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	-	0.5136	51.36%
PPAR gamma	+	0.7099	70.99%
Honey bee toxicity	-	0.6522	65.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9752	97.52%

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	99.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.95%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.08%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.93%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.56%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.39%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.18%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.55%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.41%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.40%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	81.08%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%

Plants that contains it

• Salvia splendens

Cross-Links

• PubChem: 162983118
• LOTUS: LTS0263398
• wikiData: Q105002920