Telosmoside A10

Details

• Internal ID: 9458e2eb-4c85-4dad-8c3c-8981471b3427
• 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-14,17-dihydroxy-3-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-6-methoxy-4-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-2,3,4,5,6,7,8,9,11,12,15,16-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)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)OC)O)C)OC)OC)OC)O)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]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@H]([C@@H]([C@H](O8)C)O[C@@H]9C[C@@H]([C@H]([C@@H](O9)OC)O)C)OC)OC)OC)O)C)OC(=O)C)C)O)O
• InChI: InChI=1S/C62H104O22/c1-16-30(2)57(66)77-36(8)61(67)21-22-62(68)40-18-17-38-24-39(19-20-59(38,10)41(40)25-46(60(61,62)11)78-37(9)63)79-48-26-42(64)53(32(4)73-48)80-49-27-43(69-12)55(34(6)74-49)82-51-29-45(71-14)56(35(7)76-51)83-50-28-44(70-13)54(33(5)75-50)81-47-23-31(3)52(65)58(72-15)84-47/h30-36,38-56,58,64-65,67-68H,16-29H2,1-15H3/t30-,31-,32+,33+,34+,35+,36-,38-,39-,40+,41-,42-,43-,44+,45+,46+,47-,48+,49-,50-,51-,52+,53+,54+,55+,56+,58+,59-,60+,61+,62-/m0/s1
• InChI Key: ZKJPBKLVSPTMHR-FUXDJYHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₄O₂₂
• Molecular Weight: 1201.50 g/mol
• Exact Mass: 1200.70192494 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 22
• H-Bond Donor: 4
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8672	86.72%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6449	64.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	-	0.2136	21.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9607	96.07%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.7669	76.69%
CYP3A4 substrate	+	0.7534	75.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.7298	72.98%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.9132	91.32%
CYP2C8 inhibition	+	0.5914	59.14%
CYP inhibitory promiscuity	-	0.9507	95.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5499	54.99%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9510	95.10%
Acute Oral Toxicity (c)	II	0.4155	41.55%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.7692	76.92%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.7075	70.75%
PPAR gamma	+	0.8413	84.13%
Honey bee toxicity	-	0.6110	61.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9066	90.66%

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	99.52%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	98.10%	95.00%
CHEMBL204	P00734	Thrombin	97.49%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.91%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.76%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.66%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	94.51%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.71%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.59%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.58%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.48%	92.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.05%	85.31%
CHEMBL5255	O00206	Toll-like receptor 4	89.81%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.21%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.04%	94.33%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	87.76%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.76%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.19%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.09%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.96%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.18%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.89%	82.69%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.55%	82.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.40%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.97%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.94%	97.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.73%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.26%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.33%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.70%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.65%	98.75%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.12%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.89%	97.50%
CHEMBL299	P17252	Protein kinase C alpha	81.64%	98.03%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%

Plants that contains it

• Telosma procumbens

Cross-Links

• PubChem: 163106893
• LOTUS: LTS0049196
• wikiData: Q105378517