1-[8,12,14,16-tetrahydroxy-3-[4-hydroxy-5-[5-[5-[5-(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-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

Details

• Internal ID: 4f004cf5-f877-4c78-a30f-210d01cccd78
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[8,12,14,16-tetrahydroxy-3-[4-hydroxy-5-[5-[5-[5-(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-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(CC5O)OC6CCC7(C8CC(C9(C(C(CC9(C8(CC=C7C6)O)O)O)C(=O)C)C)O)C)C)C)C)C)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC(CC5O)OC6CCC7(C8CC(C9(C(C(CC9(C8(CC=C7C6)O)O)O)C(=O)C)C)O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C55H90O21/c1-25(56)46-34(58)24-55(62)53(46,8)40(59)23-39-52(7)15-14-32(17-31(52)13-16-54(39,55)61)72-41-18-33(57)48(27(3)68-41)73-43-20-36(64-10)50(28(4)69-43)75-45-22-38(66-12)51(30(6)71-45)76-44-21-37(65-11)49(29(5)70-44)74-42-19-35(63-9)47(60)26(2)67-42/h13,26-30,32-51,57-62H,14-24H2,1-12H3
• InChI Key: RDGUHNUQVAURIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₁
• Molecular Weight: 1087.30 g/mol
• Exact Mass: 1086.59745988 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 21
• H-Bond Donor: 6
• Rotatable Bonds: 15

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	-	0.8689	86.89%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9457	94.57%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.7170	71.70%
CYP3A4 substrate	+	0.7325	73.25%
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	+	0.4711	47.11%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9021	90.21%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8059	80.59%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8515	85.15%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	+	0.5883	58.83%
Glucocorticoid receptor binding	+	0.7894	78.94%
Aromatase binding	+	0.6923	69.23%
PPAR gamma	+	0.8396	83.96%
Honey bee toxicity	-	0.6605	66.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
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	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.04%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.14%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.97%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.76%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.29%	95.93%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.53%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.36%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.65%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.45%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.58%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.38%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.13%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.98%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 73109857
• LOTUS: LTS0058475
• wikiData: Q105234215