Tandyukisin F

Details

• Internal ID: 57203779-5280-40f6-8221-72ce8536fe3b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 1-O-[(1S,2R,4R,4aS,5S,6S,8aR)-5-[3-[(E)-5-[[(1S,2R,4R,4aS,5S,6S,8aR)-6-[(2R)-butan-2-yl]-1-hydroxy-5-(3-hydroxypropanoyl)-4,5-dimethyl-2,3,4,4a,6,8a-hexahydro-1H-naphthalen-2-yl]oxy]-3-methyl-5-oxopent-3-enoyl]oxypropanoyl]-6-[(2R)-butan-2-yl]-1-hydroxy-4,5-dimethyl-2,3,4,4a,6,8a-hexahydro-1H-naphthalen-2-yl] 5-O-methyl (E)-3-methylpent-2-enedioate
• SMILES (Canonical): CCC(C)C1C=CC2C(C1(C)C(=O)CCO)C(CC(C2O)OC(=O)C=C(C)CC(=O)OCCC(=O)C3(C(C=CC4C3C(CC(C4O)OC(=O)C=C(C)CC(=O)OC)C)C(C)CC)C)C
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C=C[C@@H]2[C@@H]([C@@]1(C)C(=O)CCO)[C@@H](C[C@H]([C@H]2O)OC(=O)/C=C(\C)/CC(=O)OCCC(=O)[C@]3([C@H](C=C[C@@H]4[C@@H]3[C@@H](C[C@H]([C@H]4O)OC(=O)/C=C(\C)/CC(=O)OC)C)[C@H](C)CC)C)C
• InChI: InChI=1S/C51H76O13/c1-12-30(5)36-16-14-34-46(50(36,9)40(53)18-20-52)32(7)26-38(48(34)59)64-45(58)25-29(4)23-43(56)62-21-19-41(54)51(10)37(31(6)13-2)17-15-35-47(51)33(8)27-39(49(35)60)63-44(57)24-28(3)22-42(55)61-11/h14-17,24-25,30-39,46-49,52,59-60H,12-13,18-23,26-27H2,1-11H3/b28-24+,29-25+/t30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,46+,47+,48+,49+,50-,51-/m1/s1
• InChI Key: FKGNITHYYWECKY-UXBIVWNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆O₁₃
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.52859247 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.85
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9904	99.04%
P-glycoprotein inhibitior	+	0.7559	75.59%
P-glycoprotein substrate	+	0.6716	67.16%
CYP3A4 substrate	+	0.6992	69.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9122	91.22%
CYP3A4 inhibition	-	0.6412	64.12%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8805	88.05%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.5261	52.61%
CYP inhibitory promiscuity	-	0.9482	94.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5024	50.24%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8725	87.25%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7331	73.31%
Acute Oral Toxicity (c)	III	0.5371	53.71%
Estrogen receptor binding	+	0.8229	82.29%
Androgen receptor binding	+	0.7150	71.50%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.8174	81.74%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.5696	56.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	99.49%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.93%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.84%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.81%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.12%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	92.46%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.12%	96.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.00%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.12%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.42%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.21%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.81%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.61%	89.50%
CHEMBL299	P17252	Protein kinase C alpha	86.31%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	86.14%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.98%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.95%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.67%	94.33%
CHEMBL202	P00374	Dihydrofolate reductase	84.37%	89.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%
CHEMBL5028	O14672	ADAM10	81.18%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.85%	92.88%

Plants that contains it

• Ardisia sieboldii

Cross-Links

• PubChem: 132548848
• LOTUS: LTS0143845
• wikiData: Q105150950