Songarosaponin A

Details

• Internal ID: 5af7cedb-cdaf-4752-aca6-8dc22ac35bb0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-[6-[2-[[4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8=C9CC(CCC9(CCC87C)CO)(C)C)C)C)C)O)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8=C9CC(CCC9(CCC87C)CO)(C)C)C)C)C)O)CO)O)O)O
• InChI: InChI=1S/C54H88O21/c1-24-33(59)36(62)39(65)45(68-24)73-42-29(21-56)71-47(41(67)38(42)64)74-43-34(60)25(2)69-48(44(43)75-46-40(66)37(63)35(61)28(20-55)70-46)72-32-12-13-50(5)30(51(32,6)22-57)11-14-53(8)31(50)10-9-26-27-19-49(3,4)15-17-54(27,23-58)18-16-52(26,53)7/h9-10,24-25,28-48,55-67H,11-23H2,1-8H3
• InChI Key: QUZUQSXPOSEUDF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₁
• Molecular Weight: 1073.30 g/mol
• Exact Mass: 1072.58180981 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.61
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

• 141565-05-1
• 2-[6-[2-[[4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• DTXSID70931130
• 3-O-((alpha-L-Rhamnopyranosyl(1-4)-beta-D-glucopyranosyl(1-3))-(beta-D-glucopyranosyl(1-2))-beta-D-fucopyranosyl)-olea-11,13-diene-3,23,28-triol
• 23,28-Dihydroxyoleana-11,13(18)-dien-3-yl 6-deoxyhexopyranosyl-(1->4)hexopyranosyl-(1->3)-[hexopyranosyl-(1->2)]-6-deoxyhexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6624	66.24%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	-	0.4699	46.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8782	87.82%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.5198	51.98%
CYP3A4 substrate	+	0.7235	72.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.6857	68.57%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.7608	76.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7522	75.22%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5802	58.02%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7826	78.26%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.7485	74.85%
Thyroid receptor binding	+	0.5307	53.07%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.6786	67.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9438	94.38%

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	98.60%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.88%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.82%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.82%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.76%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.11%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.33%	94.75%
CHEMBL2581	P07339	Cathepsin D	82.16%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.09%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.38%	93.04%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.05%	92.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.88%	91.07%

Plants that contains it

• Buddleja officinalis
• Scrophularia ilwensis
• Scrophularia kakudensis
• Verbascum songaricum

Cross-Links

• PubChem: 197452
• LOTUS: LTS0057649
• wikiData: Q82906670