[17-Acetyl-12-benzoyloxy-3-[5-[5-[5-(3,5-dihydroxy-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-8,14,17-trihydroxy-13-methyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-10-yl]methyl benzoate

Details

• Internal ID: 70c0ad6c-4fe4-42e9-aa7e-4ded8f8e6197
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-12-benzoyloxy-3-[5-[5-[5-(3,5-dihydroxy-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-8,14,17-trihydroxy-13-methyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-10-yl]methyl benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C9=CC=CC=C9)COC(=O)C1=CC=CC=C1)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C9=CC=CC=C9)COC(=O)C1=CC=CC=C1)C)C)C)O)OC)O
• InChI: InChI=1S/C63H88O22/c1-33-50(65)55(75-10)51(66)58(80-33)85-54-36(4)79-49(30-44(54)74-9)84-53-35(3)78-48(29-43(53)73-8)83-52-34(2)77-47(28-42(52)72-7)81-41-22-23-60(32-76-56(67)38-17-13-11-14-18-38)40(27-41)21-24-62(70)45(60)31-46(82-57(68)39-19-15-12-16-20-39)59(6)61(69,37(5)64)25-26-63(59,62)71/h11-21,33-36,41-55,58,65-66,69-71H,22-32H2,1-10H3
• InChI Key: NQKOKGGFYQWYQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₈₈O₂₂
• Molecular Weight: 1197.40 g/mol
• Exact Mass: 1196.57672443 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 22
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8297	82.97%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8063	80.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8381	83.81%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.9905	99.05%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7633	76.33%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8753	87.53%
CYP2C8 inhibition	+	0.7970	79.70%
CYP inhibitory promiscuity	-	0.9372	93.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5974	59.74%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9215	92.15%
Acute Oral Toxicity (c)	I	0.4997	49.97%
Estrogen receptor binding	+	0.6776	67.76%
Androgen receptor binding	+	0.7688	76.88%
Thyroid receptor binding	+	0.7198	71.98%
Glucocorticoid receptor binding	+	0.7949	79.49%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.8109	81.09%
Honey bee toxicity	-	0.6372	63.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	98.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.80%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.32%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.78%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.63%	83.00%
CHEMBL5028	O14672	ADAM10	89.61%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.97%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.13%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.81%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.38%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.12%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.76%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.60%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.83%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.61%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.05%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.85%	97.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.55%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.49%	97.14%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 85377266
• LOTUS: LTS0133869
• wikiData: Q105183921