N~2~-(8-{[16-(Acetyloxy)-14-hydroxy-17-(2-oxo-2H-pyran-4-yl)androstan-3-yl]oxy}-1-hydroxy-8-oxooctylidene)arginine

Details

• Internal ID: 87bb089b-9f6b-4131-99cf-90fa47c6e5da
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 2-[[8-[[(3S,5R,10S,13R,14S,16S,17R)-16-acetyloxy-14-hydroxy-10,13-dimethyl-17-(2-oxopyran-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxooctanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC(=O)OC1CC2(C3CCC4CC(CCC4(C3CCC2(C1C5=CC(=O)OC=C5)C)C)OC(=O)CCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@]2(C3CC[C@@H]4C[C@H](CC[C@@]4(C3CC[C@@]2([C@H]1C5=CC(=O)OC=C5)C)C)OC(=O)CCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O)O
• InChI: InChI=1S/C40H60N4O10/c1-24(45)53-31-23-40(51)29-13-12-26-22-27(14-17-38(26,2)28(29)15-18-39(40,3)35(31)25-16-20-52-34(48)21-25)54-33(47)11-7-5-4-6-10-32(46)44-30(36(49)50)9-8-19-43-37(41)42/h16,20-21,26-31,35,51H,4-15,17-19,22-23H2,1-3H3,(H,44,46)(H,49,50)(H4,41,42,43)/t26-,27+,28?,29?,30?,31+,35+,38+,39-,40+/m1/s1
• InChI Key: IHGHEVRUMFTXHS-UQBAYTCGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀N₄O₁₀
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.43094412 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

• N~2~-(8-{[16-(Acetyloxy)-14-hydroxy-17-(2-oxo-2H-pyran-4-yl)androstan-3-yl]oxy}-1-hydroxy-8-oxooctylidene)arginine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8621	86.21%
Caco-2	-	0.8507	85.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6908	69.08%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9174	91.74%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.7254	72.54%
CYP3A4 substrate	+	0.7532	75.32%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.7687	76.87%
CYP2C19 inhibition	-	0.7052	70.52%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.7901	79.01%
CYP2C8 inhibition	+	0.7213	72.13%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4788	47.88%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6056	60.56%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4541	45.41%
Acute Oral Toxicity (c)	III	0.5349	53.49%
Estrogen receptor binding	+	0.8327	83.27%
Androgen receptor binding	+	0.7735	77.35%
Thyroid receptor binding	-	0.4910	49.10%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.6857	68.57%
Honey bee toxicity	-	0.7008	70.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6324	63.24%
Fish aquatic toxicity	+	0.9496	94.96%

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	99.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.32%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.84%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.04%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.47%	82.69%
CHEMBL204	P00734	Thrombin	95.90%	96.01%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.73%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.73%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.24%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.17%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.76%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.70%	94.62%
CHEMBL299	P17252	Protein kinase C alpha	88.41%	98.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.58%	96.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	87.32%	96.25%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.68%	88.42%
CHEMBL340	P08684	Cytochrome P450 3A4	86.54%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.87%	93.56%
CHEMBL5028	O14672	ADAM10	84.91%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.88%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.33%	93.00%
CHEMBL2514	O95665	Neurotensin receptor 2	83.89%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.95%	98.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.73%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.73%	100.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.63%	82.86%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.03%	97.53%
CHEMBL221	P23219	Cyclooxygenase-1	81.74%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.97%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.53%	95.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.20%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10052
• LOTUS: LTS0048418
• wikiData: Q82945453