(2S)-2-[[4-[[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-acetyloxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-4-oxobutanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: 66a96799-47b7-4af0-bfbf-e352acee5b7a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-2-[[4-[[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-5-acetyloxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-4-oxobutanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)OC(=O)CCC(=O)NC(CCCN=C(N)N)C(=O)O)C)C)C6=COC(=O)C=C6
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@H]3[C@H]([C@@]24[C@@H]1O4)CC[C@H]5[C@@]3(CC[C@@H](C5)OC(=O)CCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C)C)C6=COC(=O)C=C6
• InChI: InChI=1S/C36H50N4O10/c1-19(41)48-30-29(20-6-10-27(43)47-18-20)35(3)15-13-23-24(36(35)31(30)50-36)8-7-21-17-22(12-14-34(21,23)2)49-28(44)11-9-26(42)40-25(32(45)46)5-4-16-39-33(37)38/h6,10,18,21-25,29-31H,4-5,7-9,11-17H2,1-3H3,(H,40,42)(H,45,46)(H4,37,38,39)/t21-,22+,23+,24-,25+,29+,30-,31-,34+,35-,36-/m1/s1
• InChI Key: LQKLZDXEYGROGO-WWYNDBRESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₀N₄O₁₀
• Molecular Weight: 698.80 g/mol
• Exact Mass: 698.35269380 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7971	79.71%
Caco-2	-	0.8554	85.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8435	84.35%
P-glycoprotein inhibitior	+	0.7629	76.29%
P-glycoprotein substrate	+	0.7038	70.38%
CYP3A4 substrate	+	0.7527	75.27%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.7582	75.82%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.8572	85.72%
CYP1A2 inhibition	-	0.7793	77.93%
CYP2C8 inhibition	+	0.7148	71.48%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5555	55.55%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5836	58.36%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.6961	69.61%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.6870	68.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	99.50%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.33%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.86%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.09%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.78%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.41%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.61%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.05%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.89%	82.69%
CHEMBL5028	O14672	ADAM10	86.41%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	85.00%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.93%	91.19%
CHEMBL204	P00734	Thrombin	84.46%	96.01%
CHEMBL221	P23219	Cyclooxygenase-1	83.68%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.29%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.99%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.99%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.84%	94.62%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.68%	82.86%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.36%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.03%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189854
• LOTUS: LTS0220995
• wikiData: Q105155589