[(2S,3R,4R,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-hydroxybenzoate

Details

• Internal ID: d0c1d3dd-12cc-45f9-a78c-f01b6bde9d0c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4R,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-hydroxybenzoate
• 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)O)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)O)O)O)C)CO)O)C=C(C)C
• InChI: InChI=1S/C46H66O15/c1-21(2)16-29-22(3)34-32(58-42(29)55)18-31-28-11-8-25-17-27(12-14-45(25,5)30(28)13-15-46(31,34)20-48)57-44-40(36(51)35(50)33(19-47)59-44)61-43-38(53)37(52)39(23(4)56-43)60-41(54)24-6-9-26(49)10-7-24/h6-10,16,22-23,27-40,42-44,47-53,55H,11-15,17-20H2,1-5H3/t22-,23+,27+,28-,29-,30+,31+,32+,33-,34+,35-,36+,37-,38-,39+,40-,42-,43+,44-,45+,46-/m1/s1
• InChI Key: QVYYJGYPUFGXII-WBDLZFOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₆O₁₅
• Molecular Weight: 859.00 g/mol
• Exact Mass: 858.44017139 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8739	87.39%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	-	0.3821	38.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.8344	83.44%
P-glycoprotein inhibitior	+	0.7318	73.18%
P-glycoprotein substrate	+	0.7166	71.66%
CYP3A4 substrate	+	0.7558	75.58%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.8121	81.21%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	-	0.7758	77.58%
CYP2C8 inhibition	+	0.8557	85.57%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.6604	66.04%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6882	68.82%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5895	58.95%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.7002	70.02%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.7787	77.87%
Honey bee toxicity	-	0.5744	57.44%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.68%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	95.72%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.64%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.58%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	92.78%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	91.77%	98.35%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.66%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	87.53%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.25%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.23%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.02%	93.10%
CHEMBL4208	P20618	Proteasome component C5	82.67%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.30%	92.94%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.10%	98.46%
CHEMBL1937	Q92769	Histone deacetylase 2	81.04%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.92%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.90%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.80%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.51%	91.49%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 163044366
• LOTUS: LTS0226007
• wikiData: Q105229015