N-[6-[3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-2,6-dihydroxy-2-methyl-5-oxoheptan-3-yl]acetamide

Details

• Internal ID: e0b0ff92-2769-47e6-bea4-e7bee855b39a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: N-[6-[3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-2,6-dihydroxy-2-methyl-5-oxoheptan-3-yl]acetamide
• SMILES (Canonical): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CC(C(C)(C)O)NC(=O)C)O)O)C
• SMILES (Isomeric): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CC(C(C)(C)O)NC(=O)C)O)O)C
• InChI: InChI=1S/C37H55NO13/c1-16-18-9-10-23-34(5)13-20(41)31(37(8,49)25(42)12-24(33(3,4)48)38-17(2)40)35(34,6)14-26(43)36(23,7)19(18)11-21(27(16)44)50-32-30(47)29(46)28(45)22(15-39)51-32/h11,20,22-24,28-32,39,41,44-49H,9-10,12-15H2,1-8H3,(H,38,40)
• InChI Key: BFSMVJJRSRHDBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₅NO₁₃
• Molecular Weight: 721.80 g/mol
• Exact Mass: 721.36734081 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7815	78.15%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6872	68.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5982	59.82%
P-glycoprotein inhibitior	+	0.7338	73.38%
P-glycoprotein substrate	+	0.6213	62.13%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.7797	77.97%
CYP2C9 inhibition	-	0.8627	86.27%
CYP2C19 inhibition	-	0.8266	82.66%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.7845	78.45%
CYP2C8 inhibition	+	0.7040	70.40%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6259	62.59%
skin sensitisation	-	0.8877	88.77%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7627	76.27%
Acute Oral Toxicity (c)	III	0.6276	62.76%
Estrogen receptor binding	+	0.7789	77.89%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	+	0.7593	75.93%
Aromatase binding	+	0.7034	70.34%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.6858	68.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9281	92.81%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.42%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	96.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.86%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.71%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.37%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.94%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.32%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.30%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.59%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.01%	85.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.31%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.07%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.95%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.66%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.30%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.92%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.58%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.07%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.96%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.70%	95.64%
CHEMBL2996	Q05655	Protein kinase C delta	81.32%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.96%	91.24%

Plants that contains it

• Fevillea cordifolia

Cross-Links

• PubChem: 15767926
• LOTUS: LTS0084924
• wikiData: Q104934806