3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[1-(5-methylpiperidin-2-yl)ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: 8c1882b7-08f2-4b06-9cb0-9f243d0d6feb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[1-(5-methylpiperidin-2-yl)ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C
• SMILES (Isomeric): CC1CCC(NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C
• InChI: InChI=1S/C39H65NO12/c1-18-5-8-26(40-15-18)19(2)22-6-7-23-21-14-27(43)25-13-20(9-11-39(25,4)24(21)10-12-38(22,23)3)49-36-34(48)32(46)35(29(17-42)51-36)52-37-33(47)31(45)30(44)28(16-41)50-37/h18-26,28-37,40-42,44-48H,5-17H2,1-4H3/t18?,19?,20?,21?,22?,23?,24?,25?,26?,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38?,39?/m1/s1
• InChI Key: KULQLSZFAUNSSF-ZVDLQQEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₅NO₁₂
• Molecular Weight: 739.90 g/mol
• Exact Mass: 739.45067651 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4721	47.21%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4339	43.39%
OATP2B1 inhibitior	-	0.5914	59.14%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5741	57.41%
P-glycoprotein inhibitior	+	0.6773	67.73%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8088	80.88%
CYP3A4 inhibition	-	0.9594	95.94%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.9450	94.50%
CYP2C8 inhibition	+	0.4939	49.39%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6261	62.61%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.6923	69.23%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.6373	63.73%
Human Ether-a-go-go-Related Gene inhibition	+	0.7239	72.39%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6855	68.55%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8837	88.37%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	-	0.6364	63.64%
Glucocorticoid receptor binding	-	0.5056	50.56%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.6571	65.71%
Honey bee toxicity	-	0.6500	65.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5473	54.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.92%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.85%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	93.87%	95.92%
CHEMBL237	P41145	Kappa opioid receptor	93.74%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	93.35%	94.75%
CHEMBL299	P17252	Protein kinase C alpha	91.93%	98.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.45%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.48%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	89.01%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.73%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.10%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.68%	90.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.38%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.37%	96.21%
CHEMBL228	P31645	Serotonin transporter	86.37%	95.51%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.58%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.52%	85.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.43%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	83.35%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.62%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.37%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.95%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.33%	92.50%

Plants that contains it

• Fritillaria pallidiflora

Cross-Links

• PubChem: 5315391
• NPASS: NPC35825