Telosmoside A3

Details

• Internal ID: 724fb195-a33f-460e-843d-83e405e50836
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-12-acetyloxy-3-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14,17-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC(C)C1(CCC2(C1(C(CC3C2CCC4C3(CCC(C4)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)O)O)O)O)OC)O)OC)OC)C)OC(=O)C)C)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H](C)[C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@@H]5C[C@@H]([C@@H]([C@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)OC)O)OC)OC)C)OC(=O)C)C)O)O
• InChI: InChI=1S/C61H102O27/c1-13-26(2)54(71)80-30(6)60(72)18-19-61(73)34-15-14-32-20-33(16-17-58(32,8)35(34)21-40(59(60,61)9)81-31(7)64)82-41-22-36(74-10)49(27(3)77-41)85-42-23-37(75-11)50(28(4)78-42)86-57-48(70)53(76-12)51(29(5)79-57)87-56-47(69)45(67)52(39(25-63)84-56)88-55-46(68)44(66)43(65)38(24-62)83-55/h26-30,32-53,55-57,62-63,65-70,72-73H,13-25H2,1-12H3/t26-,27+,28+,29+,30-,32-,33-,34+,35-,36-,37-,38+,39+,40+,41+,42-,43+,44-,45+,46+,47+,48+,49+,50+,51+,52+,53+,55-,56-,57-,58-,59+,60+,61-/m0/s1
• InChI Key: XJGCRJAXHOCFSW-KDDDPLSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₁₀₂O₂₇
• Molecular Weight: 1267.40 g/mol
• Exact Mass: 1266.66084797 g/mol
• Topological Polar Surface Area (TPSA): 375.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 27
• H-Bond Donor: 10
• Rotatable Bonds: 20

Synonyms

• (-)-Telosmoside A3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5984	59.84%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6867	68.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9416	94.16%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.7317	73.17%
CYP3A4 substrate	+	0.7525	75.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9598	95.98%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.6532	65.32%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7567	75.67%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9445	94.45%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9500	95.00%
Acute Oral Toxicity (c)	I	0.3669	36.69%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7674	76.74%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.8018	80.18%
Aromatase binding	+	0.7076	70.76%
PPAR gamma	+	0.8409	84.09%
Honey bee toxicity	-	0.5688	56.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.8107	81.07%

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	99.27%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	98.04%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.58%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	94.97%	98.10%
CHEMBL220	P22303	Acetylcholinesterase	94.83%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.40%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.44%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.39%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.05%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.28%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.94%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	89.26%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.04%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.79%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.19%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	87.90%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	87.71%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.80%	97.53%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.78%	94.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.51%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.22%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	85.68%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.11%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.04%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.83%	95.50%
CHEMBL204	P00734	Thrombin	84.07%	96.01%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.94%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.93%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.63%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.54%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.36%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.29%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.12%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.55%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	82.50%	98.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.25%	95.71%
CHEMBL2581	P07339	Cathepsin D	82.01%	98.95%
CHEMBL5028	O14672	ADAM10	81.40%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.03%	98.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.41%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.23%	95.36%

Plants that contains it

• Telosma procumbens

Cross-Links

• PubChem: 162981446
• LOTUS: LTS0165255
• wikiData: Q105328928