[17-acetyl-8,14,16-trihydroxy-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-12-yl] 2-methylbut-2-enoate

Details

• Internal ID: bcfd1ba1-c62b-4b7f-bedc-457be17f3e07
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-8,14,16-trihydroxy-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-12-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(C(C4)O)C(=O)C)C)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)O)OC)OC)OC)OC)O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(C(C4)O)C(=O)C)C)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)O)OC)OC)OC)OC)O)C
• InChI: InChI=1S/C60H96O22/c1-15-28(2)56(65)78-44-26-43-57(9)18-17-36(20-35(57)16-19-59(43,66)60(67)27-38(63)50(29(3)61)58(44,60)10)77-45-21-37(62)52(31(5)73-45)79-47-23-40(69-12)54(32(6)74-47)81-49-25-42(71-14)55(34(8)76-49)82-48-24-41(70-13)53(33(7)75-48)80-46-22-39(68-11)51(64)30(4)72-46/h15-16,30-34,36-55,62-64,66-67H,17-27H2,1-14H3
• InChI Key: YMNNATMABXASDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₆O₂₂
• Molecular Weight: 1169.40 g/mol
• Exact Mass: 1168.63932469 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 22
• H-Bond Donor: 5
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.7506	75.06%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.5958	59.58%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8997	89.97%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7873	78.73%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7747	77.47%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.8108	81.08%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.8131	81.31%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	+	0.8459	84.59%
Honey bee toxicity	-	0.6169	61.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9600	96.00%

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	98.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.85%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.36%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.07%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.98%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	88.58%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.80%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.23%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.74%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.96%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.65%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.11%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.65%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.38%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.05%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.87%	96.95%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 85194565
• LOTUS: LTS0230584
• wikiData: Q105350648