Proto-desgalactotigonin

Details

• Internal ID: 4ba9f96b-7124-4718-ac70-ee37957df90d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)OC1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C56H94O28/c1-21(19-74-49-43(70)39(66)36(63)30(15-57)77-49)7-12-56(73)22(2)34-29(84-56)14-27-25-6-5-23-13-24(8-10-54(23,3)26(25)9-11-55(27,34)4)76-51-45(72)41(68)46(33(18-60)80-51)81-53-48(83-52-44(71)40(67)37(64)31(16-58)78-52)47(38(65)32(17-59)79-53)82-50-42(69)35(62)28(61)20-75-50/h21-53,57-73H,5-20H2,1-4H3/t21-,22+,23+,24+,25-,26+,27+,28-,29+,30-,31-,32-,33-,34+,35+,36-,37-,38-,39+,40+,41-,42-,43-,44-,45-,46+,47+,48-,49-,50+,51-,52+,53+,54+,55+,56?/m1/s1
• InChI Key: FJLUJBDSFBGOPL-CJGCKEBXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₄O₂₈
• Molecular Weight: 1215.30 g/mol
• Exact Mass: 1214.59316234 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -5.49
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

• TIMOSAPONIN I2
• CHEMBL2271376
• DTXSID601099363
• (3beta,5alpha,25R)-26-(beta-D-Glucopyranosyloxy)-22-hydroxyfurostan-3-yl O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside
• 126643-25-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7355	73.55%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.6409	64.09%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6718	67.18%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7977	79.77%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9158	91.58%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8479	84.79%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	+	0.5222	52.22%
Glucocorticoid receptor binding	+	0.6392	63.92%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.7775	77.75%
Honey bee toxicity	-	0.5693	56.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.31%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.04%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.58%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	94.25%	95.93%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.11%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	92.97%	92.98%
CHEMBL233	P35372	Mu opioid receptor	92.75%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	92.49%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.65%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.69%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.63%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	90.48%	97.64%
CHEMBL204	P00734	Thrombin	89.94%	96.01%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.86%	95.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.51%	95.58%
CHEMBL4581	P52732	Kinesin-like protein 1	89.48%	93.18%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.82%	96.77%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.34%	98.05%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.05%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	88.01%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.57%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.34%	96.47%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.29%	97.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.80%	91.24%
CHEMBL220	P22303	Acetylcholinesterase	84.19%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.11%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.04%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.06%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.74%	100.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	82.61%	87.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.03%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.03%	93.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.96%	92.78%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.65%	98.46%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.61%	80.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.52%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.43%	97.50%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.41%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.19%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.79%	91.03%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.38%	92.32%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.15%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	80.13%	98.35%

Plants that contains it

• Anemarrhena asphodeloides
• Capsicum annuum

Cross-Links

• PubChem: 76319738
• NPASS: NPC98018
• LOTUS: LTS0018753
• wikiData: Q104996201