[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3S,4R,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3S,3'R,4'R,5aR,7S,9R,9aR)-7-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-3-[[(2R,6S)-4-methoxy-2-methyl-5-oxo-2H-pyran-6-yl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: d69c2257-568a-43f1-9759-8f89c5ec05ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3S,4R,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3S,3'R,4'R,5aR,7S,9R,9aR)-7-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-3-[[(2R,6S)-4-methoxy-2-methyl-5-oxo-2H-pyran-6-yl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C=C(C(=O)C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5(C(C)OC6CC7C(C(O6)C)OOC8(CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CC(C(C(O1)C)OC1CC(C(C(O1)C)OC1CC(C(C(O1)C)OC(=O)C)OC)OC)O)OC)OC)CO7)O)C)C)OC
• SMILES (Isomeric): C[C@@H]1C=C(C(=O)[C@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)CC[C@@]5([C@H](C)O[C@H]6C[C@@H]7[C@@H]([C@H](O6)C)OO[C@@]8(C[C@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@@H]([C@@H]([C@H](O9)C)O[C@H]1C[C@H]([C@@H]([C@H](O1)C)O[C@H]1C[C@@H]([C@@H]([C@H](O1)C)O[C@H]1C[C@@H]([C@@H]([C@H](O1)C)OC(=O)C)OC)OC)O)OC)OC)CO7)O)C)C)OC
• InChI: InChI=1S/C71H112O26/c1-34-25-49(76-12)60(74)67(82-34)90-44-19-22-68(10)43(26-44)17-18-45-46(68)20-23-69(11)47(45)21-24-71(69,75)41(8)88-56-31-53-66(39(6)87-56)96-97-70(33-81-53)32-54(80-16)65(40(7)95-70)94-59-30-52(79-15)63(37(4)86-59)92-55-27-48(73)61(35(2)83-55)91-57-29-51(78-14)64(38(5)85-57)93-58-28-50(77-13)62(36(3)84-58)89-42(9)72/h17,25,34-41,44-48,50-59,61-67,73,75H,18-24,26-33H2,1-16H3/t34-,35-,36-,37-,38-,39-,40-,41+,44+,45-,46+,47+,48-,50+,51+,52+,53-,54-,55+,56+,57+,58+,59+,61-,62-,63-,64-,65-,66-,67-,68+,69+,70+,71+/m1/s1
• InChI Key: XMRMWAHPQIKBRO-OLKTWSSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₁₂O₂₆
• Molecular Weight: 1381.60 g/mol
• Exact Mass: 1380.74418367 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 7.10
• H-Bond Acceptor: 26
• H-Bond Donor: 2
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7168	71.68%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	+	0.8306	83.06%
CYP3A4 substrate	+	0.7659	76.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8532	85.32%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.7747	77.47%
CYP2C8 inhibition	+	0.7980	79.80%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7724	77.24%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	I	0.3457	34.57%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.7758	77.58%
Thyroid receptor binding	+	0.6423	64.23%
Glucocorticoid receptor binding	+	0.8083	80.83%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	+	0.8316	83.16%
Honey bee toxicity	-	0.5969	59.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.33%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.25%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	96.67%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.20%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.74%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL204	P00734	Thrombin	94.69%	96.01%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.35%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	93.66%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.50%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.72%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.96%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.44%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.01%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.61%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.55%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.83%	97.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.45%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.37%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL1871	P10275	Androgen Receptor	86.09%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.85%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.77%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.19%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.75%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.68%	93.00%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.44%	82.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.38%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.34%	96.90%
CHEMBL4072	P07858	Cathepsin B	82.25%	93.67%

Plants that contains it

• Periploca sepium

Cross-Links

• PubChem: 154497180
• LOTUS: LTS0231002
• wikiData: Q105331386