[(1S,3S,5Z,7R,8Z,11S,12S,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl] (2E,4E)-6-hydroxyocta-2,4-dienoate

Details

• Internal ID: 117bc38a-5546-48f8-928c-1984c726ba07
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,3S,5Z,7R,8Z,11S,12S,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl] (2E,4E)-6-hydroxyocta-2,4-dienoate
• SMILES (Canonical): CCC(C=CC=CC(=O)OC1C(=CC(=O)OC)CC2CC(OC(=O)CC(CC3CC(C(C(O3)(CC4CC(=CC(=O)OC)CC(O4)C=CC(C1(O2)O)(C)C)O)(C)C)OC(=O)C)O)C(C)O)O
• SMILES (Isomeric): CCC(/C=C/C=C/C(=O)O[C@H]1/C(=C/C(=O)OC)/C[C@H]2C[C@@H](OC(=O)C[C@@H](C[C@@H]3C[C@@H](C([C@@](O3)(C[C@@H]4C/C(=C/C(=O)OC)/C[C@@H](O4)/C=C\C([C@@]1(O2)O)(C)C)O)(C)C)OC(=O)C)O)[C@@H](C)O)O
• InChI: InChI=1S/C47H68O18/c1-10-31(50)13-11-12-14-39(52)63-43-30(21-41(54)59-9)20-34-24-37(27(2)48)62-42(55)23-32(51)22-35-25-38(60-28(3)49)45(6,7)46(56,64-35)26-36-18-29(19-40(53)58-8)17-33(61-36)15-16-44(4,5)47(43,57)65-34/h11-16,19,21,27,31-38,43,48,50-51,56-57H,10,17-18,20,22-26H2,1-9H3/b13-11+,14-12+,16-15-,29-19+,30-21+/t27-,31?,32-,33+,34+,35-,36+,37-,38+,43+,46+,47-/m1/s1
• InChI Key: FHGLMEYTRPWSLO-MULBXUMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₈O₁₈
• Molecular Weight: 921.00 g/mol
• Exact Mass: 920.44056532 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7909	79.09%
OATP1B3 inhibitior	+	0.8156	81.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.7669	76.69%
P-glycoprotein substrate	+	0.7773	77.73%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.8644	86.44%
CYP2C9 inhibition	-	0.8686	86.86%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.9455	94.55%
CYP2C8 inhibition	+	0.7730	77.30%
CYP inhibitory promiscuity	-	0.9231	92.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.6512	65.12%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.5251	52.51%
skin sensitisation	-	0.7793	77.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.4818	48.18%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.7985	79.85%
Honey bee toxicity	-	0.6124	61.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5749	57.49%
Fish aquatic toxicity	+	0.9223	92.23%

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	99.32%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	99.25%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	99.04%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.52%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.18%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.50%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.46%	97.14%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	91.16%	99.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.58%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.77%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.75%	92.62%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.57%	92.29%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.05%	80.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.57%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.14%	96.90%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.71%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.57%	94.80%
CHEMBL255	P29275	Adenosine A2b receptor	81.41%	98.59%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.24%	96.77%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.01%	83.10%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.30%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102241573
• LOTUS: LTS0113737
• wikiData: Q104995242