thalictoside IX

Details

• Internal ID: 79fafc69-cf85-4bcc-9fc5-74173134c7e6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl] (2R)-2-[(1R,3R,6S,7S,8S,11S,12R,15S,16R)-6-[(2R,4S,5S,6S)-4,5-dihydroxy-3-[(2S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-3-hydroxy-6-methylhept-5-enoate
• InChI: InChI=1S/C59H96O27/c1-23(2)8-9-27(61)34(49(76)86-53-47(75)42(70)38(66)29(82-53)19-78-50-44(72)37(65)28(62)18-77-50)26-12-14-57(7)32-11-10-31-55(5,22-60)33(13-15-58(31)21-59(32,58)17-16-56(26,57)6)84-54-48(85-52-46(74)41(69)36(64)25(4)81-52)43(71)39(67)30(83-54)20-79-51-45(73)40(68)35(63)24(3)80-51/h8,24-48,50-54,60-75H,9-22H2,1-7H3/t24-,25+,26-,27?,28+,29-,30-,31+,32-,33-,34+,35-,36-,37-,38+,39+,40+,41+,42-,43-,44?,45-,46?,47?,48?,50-,51+,52-,53-,54-,55+,56+,57+,58+,59+/m0/s1
• InChI Key: QAJIZBDAMCPHJF-MOBWKCGNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₆O₂₇
• Molecular Weight: 1237.40 g/mol
• Exact Mass: 1236.61389778 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7841	78.41%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.8420	84.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8851	88.51%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.6582	65.82%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.9401	94.01%
CYP2C9 inhibition	-	0.7158	71.58%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8753	87.53%
CYP2C8 inhibition	+	0.7322	73.22%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6712	67.12%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.6014	60.14%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6008	60.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7766	77.66%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7186	71.86%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9437	94.37%
Acute Oral Toxicity (c)	I	0.5180	51.80%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7527	75.27%
Thyroid receptor binding	+	0.6135	61.35%
Glucocorticoid receptor binding	+	0.7938	79.38%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.6075	60.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9481	94.81%

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	98.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.76%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.41%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	90.94%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.97%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.80%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.78%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.65%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	88.58%	92.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.69%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	86.00%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.86%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.82%	95.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.13%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.07%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.68%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.59%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.35%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.21%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.60%	100.00%
CHEMBL5028	O14672	ADAM10	81.42%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.18%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.94%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.88%	82.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.87%	95.58%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.41%	97.50%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.37%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101920421
• LOTUS: LTS0055304
• wikiData: Q105217466