Squarroside II

Details

• Internal ID: 95dc99ea-3763-4768-b5e9-664c24aeced9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3S,4S,5R)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@H]([C@@H](CO[C@@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C53H86O21/c1-23-32(56)36(60)39(63)43(68-23)73-42-35(59)28(71-44-40(64)37(61)33(57)26(20-54)69-44)22-67-46(42)72-31-12-13-50(6)29(49(31,4)5)11-14-52(8)30(50)10-9-24-25-19-48(2,3)15-17-53(25,18-16-51(24,52)7)47(66)74-45-41(65)38(62)34(58)27(21-55)70-45/h9,23,25-46,54-65H,10-22H2,1-8H3/t23-,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42-,43-,44-,45-,46+,50-,51+,52+,53-/m0/s1
• InChI Key: PJJJZSMJLUFJIM-GTWLQSBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₁
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.56615975 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7419	74.19%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.8143	81.43%
P-glycoprotein inhibitior	+	0.7492	74.92%
P-glycoprotein substrate	-	0.7162	71.62%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7026	70.26%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7224	72.24%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9750	97.50%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9323	93.23%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7994	79.94%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7577	75.77%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9603	96.03%

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	98.56%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.41%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.44%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.09%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.66%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.44%	96.21%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.21%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.02%	92.50%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.73%	86.92%

Plants that contains it

• Thalictrum squarrosum

Cross-Links

• PubChem: 162892869
• LOTUS: LTS0264524
• wikiData: Q105210003