(2S)-5-(diaminomethylideneamino)-2-[[4-[[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-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]pentanoic acid

Details

• Internal ID: cc1f9564-1fbe-469a-b247-fd938c60a98c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (2S)-5-(diaminomethylideneamino)-2-[[4-[[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-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]pentanoic acid
• SMILES (Canonical): CC12CCC(CC1CCC3C2CCC4(C35C(O5)CC4C6=COC(=O)C=C6)C)OC(=O)CCC(=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@]35[C@H](O5)C[C@@H]4C6=COC(=O)C=C6)C)OC(=O)CCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O
• InChI: InChI=1S/C34H48N4O8/c1-32-13-11-21(45-29(41)10-8-27(39)38-25(30(42)43)4-3-15-37-31(35)36)16-20(32)6-7-23-22(32)12-14-33(2)24(17-26-34(23,33)46-26)19-5-9-28(40)44-18-19/h5,9,18,20-26H,3-4,6-8,10-17H2,1-2H3,(H,38,39)(H,42,43)(H4,35,36,37)/t20-,21+,22+,23-,24-,25+,26-,32+,33-,34-/m1/s1
• InChI Key: QAJWYASXXLGROG-LLZTUUJGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈N₄O₈
• Molecular Weight: 640.80 g/mol
• Exact Mass: 640.34721450 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8518	85.18%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7419	74.19%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.8064	80.64%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8685	86.85%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.6586	65.86%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.7813	78.13%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	-	0.6661	66.61%
CYP2D6 inhibition	-	0.8556	85.56%
CYP1A2 inhibition	-	0.7802	78.02%
CYP2C8 inhibition	+	0.6376	63.76%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5836	58.36%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5282	52.82%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5560	55.60%
Acute Oral Toxicity (c)	III	0.5481	54.81%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.7125	71.25%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.6798	67.98%
Honey bee toxicity	-	0.7343	73.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9471	94.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.84%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.21%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.64%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.79%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.72%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.30%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	90.67%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.25%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.39%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.27%	98.05%
CHEMBL1914	P06276	Butyrylcholinesterase	87.84%	95.00%
CHEMBL5028	O14672	ADAM10	87.52%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.63%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	85.58%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.05%	96.25%
CHEMBL221	P23219	Cyclooxygenase-1	84.78%	90.17%
CHEMBL233	P35372	Mu opioid receptor	83.23%	97.93%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.63%	98.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.52%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.92%	95.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.54%	94.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.20%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.75%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.72%	85.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.10%	93.00%

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: 102574724
• NPASS: NPC14811
• LOTUS: LTS0266903
• wikiData: Q105217475