[(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1R,2S,4S,6R,7S,8S,9R,10R,13S,14R,17S)-6-hydroxy-10-(hydroxymethyl)-8,14-dimethyl-7-(2-methylprop-1-enyl)-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-19-en-17-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-methoxybenzoate

Details

• Internal ID: 71b0b046-ebac-41a4-b97f-1c84516bbbb8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1R,2S,4S,6R,7S,8S,9R,10R,13S,14R,17S)-6-hydroxy-10-(hydroxymethyl)-8,14-dimethyl-7-(2-methylprop-1-enyl)-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-19-en-17-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-methoxybenzoate
• SMILES (Canonical): CC1C(C(OC2C1C3(CCC4C(C3C2)CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)C)OC(=O)C8=CC=C(C=C8)OC)O)O)C)CO)O)C=C(C)C
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](O[C@@H]2[C@H]1[C@]3(CC[C@H]4[C@H]([C@@H]3C2)CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)OC(=O)C8=CC=C(C=C8)OC)O)O)C)CO)O)C=C(C)C
• InChI: InChI=1S/C47H68O15/c1-22(2)17-30-23(3)35-33(59-43(30)55)19-32-29-12-9-26-18-28(13-15-46(26,5)31(29)14-16-47(32,35)21-49)58-45-41(37(51)36(50)34(20-48)60-45)62-44-39(53)38(52)40(24(4)57-44)61-42(54)25-7-10-27(56-6)11-8-25/h7-11,17,23-24,28-41,43-45,48-53,55H,12-16,18-21H2,1-6H3/t23-,24+,28+,29-,30-,31+,32+,33+,34-,35+,36-,37+,38+,39-,40+,41-,43-,44+,45-,46+,47-/m1/s1
• InChI Key: SQNUSCXEWDXTJR-XUHGNDJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₈O₁₅
• Molecular Weight: 873.00 g/mol
• Exact Mass: 872.45582146 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8642	86.42%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8337	83.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	-	0.2592	25.92%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7394	73.94%
P-glycoprotein substrate	+	0.7065	70.65%
CYP3A4 substrate	+	0.7576	75.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7936	79.36%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.7952	79.52%
CYP2C8 inhibition	+	0.8290	82.90%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.6958	69.58%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7418	74.18%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7168	71.68%
Acute Oral Toxicity (c)	III	0.4375	43.75%
Estrogen receptor binding	+	0.8224	82.24%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.5498	54.98%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.5609	56.09%
PPAR gamma	+	0.7967	79.67%
Honey bee toxicity	-	0.5894	58.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	98.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.66%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	96.54%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.04%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.86%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.40%	100.00%
CHEMBL4208	P20618	Proteasome component C5	91.42%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.77%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.73%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.52%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.29%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.84%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.76%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	84.70%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.07%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.75%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.85%	90.24%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.87%	85.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.67%	94.97%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 10056472
• LOTUS: LTS0056305
• wikiData: Q105258254