Telocinobufatoxin

Details

• Internal ID: 2ccc35de-948f-4aab-a203-2488532a2bea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-5-(diaminomethylideneamino)-2-[[8-[[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]pentanoic acid
• SMILES (Canonical): CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)O)OC(=O)CCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O
• SMILES (Isomeric): C[C@]12CC[C@@H](C[C@]1(CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O)OC(=O)CCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O
• InChI: InChI=1S/C38H58N4O9/c1-35-17-13-25(51-32(45)10-6-4-3-5-9-30(43)42-29(33(46)47)8-7-21-41-34(39)40)22-37(35,48)19-15-28-27(35)14-18-36(2)26(16-20-38(28,36)49)24-11-12-31(44)50-23-24/h11-12,23,25-29,48-49H,3-10,13-22H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t25-,26+,27-,28+,29-,35+,36+,37-,38-/m0/s1
• InChI Key: NVQQTFUNFWUIQD-KAQSRPFMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈N₄O₉
• Molecular Weight: 714.90 g/mol
• Exact Mass: 714.42037944 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

• 72093-20-0
• Bufa-20,22-dienolide, 3-((8-((4-((aminoiminomethyl)amino)-1-carboxybutyl)amino)-1,8-dioxooctyl)oxy)-5,14-dihydroxy-, (3beta(S),5beta)-
• DTXSID60992816
• 3-({8-[(4-Carbamimidamido-1-carboxybutyl)imino]-8-hydroxyoctanoyl}oxy)-5,14-dihydroxybufa-20,22-dienolide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8741	87.41%
Caco-2	-	0.8531	85.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6332	63.32%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	+	0.6520	65.20%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.7025	70.25%
CYP2D6 inhibition	-	0.8541	85.41%
CYP1A2 inhibition	-	0.7983	79.83%
CYP2C8 inhibition	+	0.6677	66.77%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5220	52.20%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.8402	84.02%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8228	82.28%
Acute Oral Toxicity (c)	III	0.5468	54.68%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.6683	66.83%
PPAR gamma	+	0.6419	64.19%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9485	94.85%

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	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.07%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.08%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.11%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.02%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.68%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.20%	82.69%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	91.21%	88.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.32%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.18%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.05%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.15%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.78%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	84.83%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.33%	95.00%
CHEMBL5028	O14672	ADAM10	82.65%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.20%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.01%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.89%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.59%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.22%	93.56%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.87%	82.86%
CHEMBL2514	O95665	Neurotensin receptor 2	80.53%	100.00%

Plants that contains it

• Aruncus dioicus
• Buxus sempervirens
• Dysoxylum lenticellatum
• Hesperocyparis macrocarpa
• Isocoma veneta
• Kochia trichophylla
• Leuzea carthamoides
• Petchia madagascariensis
• Piper kadsura
• Potentilla multifida
• Psephellus trinervius
• Saururus cernuus
• Seriphidium oranense
• Strychnos fendleri
• Vicia villosa
• Vitex megapotamica

Cross-Links

• PubChem: 156077
• NPASS: NPC286799
• LOTUS: LTS0175312
• wikiData: Q82983251