[(2S,3S,4R,5R,6R)-6-[(2S,3S,4R,5S,6S)-2-[[(1S,2R,4S,6R,7S,8R,9S,10S,13R,14R,17R)-10-formyl-6-hydroxy-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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-methoxybenzoate

Details

• Internal ID: 2f3482c3-ae6b-4f22-b7a4-013261001e04
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3S,4R,5R,6R)-6-[(2S,3S,4R,5S,6S)-2-[[(1S,2R,4S,6R,7S,8R,9S,10S,13R,14R,17R)-10-formyl-6-hydroxy-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]-4,5-dihydroxy-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)C=O)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)C=O)O)C=C(C)C
• InChI: InChI=1S/C47H66O15/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/h7-11,17,21,23-24,28-41,43-45,48,50-53,55H,12-16,18-20H2,1-6H3/t23-,24-,28+,29-,30+,31+,32+,33-,34-,35+,36+,37+,38+,39+,40+,41-,43+,44+,45-,46-,47-/m0/s1
• InChI Key: MQJWTCCWRJYVPR-FXRDZDSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₆O₁₅
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.44017139 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8882	88.82%
Caco-2	-	0.8714	87.14%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9048	90.48%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.7324	73.24%
CYP3A4 substrate	+	0.7555	75.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.7589	75.89%
CYP2C8 inhibition	+	0.8358	83.58%
CYP inhibitory promiscuity	-	0.8599	85.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5943	59.43%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.6480	64.80%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7602	76.02%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4745	47.45%
Acute Oral Toxicity (c)	I	0.4220	42.20%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.5435	54.35%
PPAR gamma	+	0.7851	78.51%
Honey bee toxicity	-	0.6105	61.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	98.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.34%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.31%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.89%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.38%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.25%	91.07%
CHEMBL4208	P20618	Proteasome component C5	90.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.40%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	89.62%	91.19%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	89.57%	94.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.58%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.47%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.35%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.17%	94.00%
CHEMBL5028	O14672	ADAM10	83.93%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.62%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.57%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.47%	97.53%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.04%	94.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.91%	85.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.84%	87.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.22%	97.36%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 163190401
• LOTUS: LTS0052491
• wikiData: Q105170060