[(3S,8S,9R,10R,12R,13S,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-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-dihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: b6543148-e125-43f5-bea5-8232691405d5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-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-dihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] 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(C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([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]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@H](CC[C@@]8([C@@]7(CC=C6C5)O)O)[C@H](C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)O)OC)O
• InChI: InChI=1S/C56H86O19/c1-28(57)36-19-22-56(62)54(36,7)41(72-51(60)33-15-13-12-14-16-33)27-40-53(6)20-18-35(23-34(53)17-21-55(40,56)61)71-42-24-37(63-8)47(30(3)67-42)73-43-25-38(64-9)48(31(4)68-43)74-44-26-39(65-10)49(32(5)69-44)75-52-46(59)50(66-11)45(58)29(2)70-52/h12-17,28-32,35-50,52,57-59,61-62H,18-27H2,1-11H3/t28-,29+,30+,31+,32+,35-,36+,37-,38-,39-,40+,41+,42-,43-,44-,45+,46+,47+,48+,49+,50-,52-,53-,54-,55-,56+/m0/s1
• InChI Key: PQACGWHWKLMNBL-CNLFVVOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₆O₁₉
• Molecular Weight: 1063.30 g/mol
• Exact Mass: 1062.57633051 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.7779	77.79%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	+	0.7314	73.14%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.5131	51.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9244	92.44%
Acute Oral Toxicity (c)	II	0.5618	56.18%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.7962	79.62%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8353	83.53%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.17%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.68%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL5028	O14672	ADAM10	90.70%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.56%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.74%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.67%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.70%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.72%	94.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.47%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	86.72%	92.98%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.57%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.39%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.26%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.25%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.99%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 11105125
• LOTUS: LTS0090112
• wikiData: Q105213127