Bufalitoxin

Details

• Internal ID: 2d1a952c-0a34-4338-b4dc-9bde44d722da
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-5-(diaminomethylideneamino)-2-[[8-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]pentanoic acid
• SMILES (Canonical): CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)OC(=O)CCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O
• SMILES (Isomeric): C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)OC(=O)CCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O
• InChI: InChI=1S/C38H58N4O8/c1-36-18-15-26(50-33(45)10-6-4-3-5-9-31(43)42-30(34(46)47)8-7-21-41-35(39)40)22-25(36)12-13-29-28(36)16-19-37(2)27(17-20-38(29,37)48)24-11-14-32(44)49-23-24/h11,14,23,25-30,48H,3-10,12-13,15-22H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t25-,26+,27-,28+,29-,30+,36+,37-,38+/m1/s1
• InChI Key: DIWIHIOEFFEDHN-BOLOFZJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈N₄O₈
• Molecular Weight: 698.90 g/mol
• Exact Mass: 698.42546482 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

• Bufalitoxin
• 35455-33-5
• Bufa-20,22-dienolide, 3-((8-((4-((aminoiminomethyl)amino)-1-carboxybutyl)amino)-1,8-dioxooctyl)oxy)-14-hydroxy-, (3beta(S),5beta)-
• C38H58N4O8
• C38-H58-N4-O8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8655	86.55%
Caco-2	-	0.8525	85.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7437	74.37%
OATP2B1 inhibitior	-	0.5626	56.26%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6921	69.21%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.6276	62.76%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.6701	67.01%
CYP2D6 inhibition	-	0.8599	85.99%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	+	0.6384	63.84%
CYP inhibitory promiscuity	-	0.8909	89.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5357	53.57%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7023	70.23%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7749	77.49%
Acute Oral Toxicity (c)	III	0.5577	55.77%
Estrogen receptor binding	+	0.8305	83.05%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	+	0.6784	67.84%
PPAR gamma	+	0.6395	63.95%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6124	61.24%
Fish aquatic toxicity	+	0.9548	95.48%

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	99.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.30%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.12%	99.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.09%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.19%	82.69%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.26%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.12%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	89.40%	88.42%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.83%	96.00%
CHEMBL204	P00734	Thrombin	88.70%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	87.33%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	87.23%	90.17%
CHEMBL5028	O14672	ADAM10	85.49%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	84.97%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.94%	96.47%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.63%	96.25%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.13%	82.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.92%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.61%	92.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.59%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.27%	94.23%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.19%	95.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	81.72%	83.82%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.66%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.31%	93.56%

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: 99882
• NPASS: NPC281547
• LOTUS: LTS0121169
• wikiData: Q104981730