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

Details

• Internal ID: fa674b09-d007-4c42-a698-88db082a75c5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-2-[[6-[[(1R,2S,4R,5R,6R,7R,10S,11S,14S,16S)-5-acetyloxy-11-formyl-16-hydroxy-7-methyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-6-oxohexanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5(C3(CCC(C5)OC(=O)CCCCC(=O)NC(CCCN=C(N)N)C(=O)O)C=O)O)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@]5([C@@]3(CC[C@@H](C5)OC(=O)CCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C=O)O)C)C6=COC(=O)C=C6
• InChI: InChI=1S/C38H52N4O12/c1-21(44)52-31-30(22-9-10-28(46)51-19-22)35(2)14-12-24-25(38(35)32(31)54-38)13-16-37(50)18-23(11-15-36(24,37)20-43)53-29(47)8-4-3-7-27(45)42-26(33(48)49)6-5-17-41-34(39)40/h9-10,19-20,23-26,30-32,50H,3-8,11-18H2,1-2H3,(H,42,45)(H,48,49)(H4,39,40,41)/t23-,24-,25+,26-,30-,31+,32+,35+,36-,37-,38+/m0/s1
• InChI Key: DDJDJUKVEYFKHB-OQZPXGHPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂N₄O₁₂
• Molecular Weight: 756.80 g/mol
• Exact Mass: 756.35817311 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8134	81.34%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6895	68.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8183	81.83%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8852	88.52%
P-glycoprotein inhibitior	+	0.7613	76.13%
P-glycoprotein substrate	+	0.7543	75.43%
CYP3A4 substrate	+	0.7461	74.61%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8584	85.84%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	-	0.7005	70.05%
CYP2D6 inhibition	-	0.8568	85.68%
CYP1A2 inhibition	-	0.7800	78.00%
CYP2C8 inhibition	+	0.7711	77.11%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.7572	75.72%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4410	44.10%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6282	62.82%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5761	57.61%
Acute Oral Toxicity (c)	III	0.5419	54.19%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	+	0.6670	66.70%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.7145	71.45%
Honey bee toxicity	-	0.7086	70.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9244	92.44%

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	99.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.37%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.03%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.90%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.79%	95.17%
CHEMBL204	P00734	Thrombin	93.78%	96.01%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.16%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.97%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.87%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.09%	93.00%
CHEMBL5028	O14672	ADAM10	85.70%	97.50%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.01%	88.42%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.70%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.97%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.59%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.46%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.90%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.52%	96.25%
CHEMBL2514	O95665	Neurotensin receptor 2	82.25%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.83%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	81.59%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.52%	98.33%
CHEMBL259	P32245	Melanocortin receptor 4	80.20%	95.38%

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: 53253803
• NPASS: NPC228293
• LOTUS: LTS0257315
• wikiData: Q104976419