(2S)-2-[[9-[[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-5-acetyloxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-9-oxononanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: 63d1ddae-dfa9-4684-bfcf-7a19ccd05c72
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-2-[[9-[[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-5-acetyloxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-9-oxononanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5(C3(CCC(C5)OC(=O)CCCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O)C)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)CCCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C)O)C)C6=COC(=O)C=C6
• InChI: InChI=1S/C41H60N4O11/c1-24(46)54-34-33(25-13-14-31(48)53-23-25)39(3)19-16-27-28(41(39)35(34)56-41)17-20-40(52)22-26(15-18-38(27,40)2)55-32(49)12-8-6-4-5-7-11-30(47)45-29(36(50)51)10-9-21-44-37(42)43/h13-14,23,26-29,33-35,52H,4-12,15-22H2,1-3H3,(H,45,47)(H,50,51)(H4,42,43,44)/t26-,27-,28+,29-,33-,34+,35+,38+,39+,40-,41+/m0/s1
• InChI Key: PEBXBUWRJFYUKI-YDQJMSTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀N₄O₁₁
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.42585874 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 17

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	-	0.8537	85.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.7543	75.43%
P-glycoprotein substrate	+	0.7356	73.56%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8628	86.28%
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	+	0.7489	74.89%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4396	43.96%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6282	62.82%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6902	69.02%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	+	0.5168	51.68%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	99.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.26%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.33%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.94%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.89%	95.17%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.26%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.13%	95.89%
CHEMBL204	P00734	Thrombin	90.87%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.54%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.57%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.55%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.52%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.33%	93.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.23%	95.00%
CHEMBL5028	O14672	ADAM10	83.10%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.82%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.08%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.10%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	81.04%	95.38%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.83%	96.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.59%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.37%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.26%	88.42%

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: 46930229
• NPASS: NPC138897
• LOTUS: LTS0238809
• wikiData: Q105206900