[(17alpha)-8,12beta,14beta-Trihydroxy-20-oxopregna-5-ene-3beta-yl]4-O-[4-O-[4-O-[4-O-(3-O-methyl-2,6-dideoxy-beta-D-arabino-hexopyranosyl)-3-O-methyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl]-3-O-methyl-2,6-dideoxy-beta-D-arabino-hexopyranosyl]-3-O-methyl-2,6-dideoxy-beta-D-arabino-hexopyranosyl]-3-O-methyl-2,6-dideoxy-beta-D-arabino-hexopyranoside

Details

• Internal ID: 8da1f43b-28b7-43aa-8649-a26239259d54
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9R,10R,12R,13S,14R,17R)-8,12,14-trihydroxy-3-[(2R,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC(CC5OC)OC6CCC7(C8CC(C9(C(CCC9(C8(CC=C7C6)O)O)C(=O)C)C)O)C)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@H]4OC)O[C@@H]5[C@H](O[C@H](C[C@H]5OC)O[C@H]6CC[C@@]7([C@H]8C[C@H]([C@@]9([C@@H](CC[C@@]9([C@@]8(CC=C7C6)O)O)C(=O)C)C)O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C56H92O20/c1-27(57)35-16-19-56(61)54(35,8)42(58)26-41-53(7)17-15-34(20-33(53)14-18-55(41,56)60)72-43-22-37(63-10)49(29(3)68-43)74-45-24-39(65-12)51(31(5)70-45)76-47-25-40(66-13)52(32(6)71-47)75-46-23-38(64-11)50(30(4)69-46)73-44-21-36(62-9)48(59)28(2)67-44/h14,28-32,34-52,58-61H,15-26H2,1-13H3/t28-,29-,30-,31-,32-,34+,35+,36-,37-,38+,39-,40-,41-,42-,43+,44+,45+,46+,47+,48-,49-,50-,51-,52-,53+,54+,55+,56-/m1/s1
• InChI Key: PHLOHYOFJCXQMF-LIFRMQKYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₀
• Molecular Weight: 1085.30 g/mol
• Exact Mass: 1084.61819532 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 20
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9099	90.99%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9622	96.22%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.6985	69.85%
CYP3A4 substrate	+	0.7161	71.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8776	87.76%
CYP2C8 inhibition	+	0.4841	48.41%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9023	90.23%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.7724	77.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8013	80.13%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7883	78.83%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8404	84.04%
Androgen receptor binding	+	0.7528	75.28%
Thyroid receptor binding	+	0.5929	59.29%
Glucocorticoid receptor binding	+	0.7968	79.68%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.8415	84.15%
Honey bee toxicity	-	0.6870	68.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9441	94.41%

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	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.33%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.88%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.87%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.68%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.55%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.86%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.51%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.06%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.97%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.44%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL5028	O14672	ADAM10	80.84%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.33%	100.00%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10510352
• LOTUS: LTS0019565
• wikiData: Q105209057