(2S)-2-[[8-[[(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]-8-oxooctanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: 44682f16-026a-4b40-9037-12c2ecc76ed6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-2-[[8-[[(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]-8-oxooctanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)OC(=O)CCCCCCC(=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)CCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C)C)C6=COC(=O)C=C6
• InChI: InChI=1S/C40H58N4O10/c1-23(45)52-34-33(24-12-15-31(47)51-22-24)39(3)19-17-27-28(40(39)35(34)54-40)14-13-25-21-26(16-18-38(25,27)2)53-32(48)11-7-5-4-6-10-30(46)44-29(36(49)50)9-8-20-43-37(41)42/h12,15,22,25-29,33-35H,4-11,13-14,16-21H2,1-3H3,(H,44,46)(H,49,50)(H4,41,42,43)/t25-,26+,27+,28-,29+,33+,34-,35-,38+,39-,40-/m1/s1
• InChI Key: VBCVEPKUYJXQNV-IPAVRDLMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈N₄O₁₀
• Molecular Weight: 754.90 g/mol
• Exact Mass: 754.41529406 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 16

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	-	0.8529	85.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9448	94.48%
P-glycoprotein inhibitior	+	0.7634	76.34%
P-glycoprotein substrate	+	0.7176	71.76%
CYP3A4 substrate	+	0.7531	75.31%
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	+	0.7302	73.02%
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	-	0.9093	90.93%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3965	39.65%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5805	58.05%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6127	61.27%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6648	66.48%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.6853	68.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5924	59.24%
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	99.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.30%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.64%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.28%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL204	P00734	Thrombin	95.86%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.86%	96.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.83%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.16%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.35%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.00%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.90%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.44%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	86.25%	90.17%
CHEMBL5028	O14672	ADAM10	85.88%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.40%	95.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.86%	96.25%
CHEMBL2514	O95665	Neurotensin receptor 2	84.84%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.78%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.10%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.08%	100.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.86%	82.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.77%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.43%	90.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.32%	98.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.28%	94.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.07%	96.47%

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: 102003563
• NPASS: NPC112776
• LOTUS: LTS0163739
• wikiData: Q105283164