Uralsaponin F

Details

• Internal ID: f63ad4c9-6e2d-47ea-8601-8d614d1f57b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bS)-9-acetyloxy-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=O)OC1CC(CC2C1(CCC3(C2=CC(=O)C4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)C)C)(C)C(=O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@](C[C@@H]2[C@]1(CC[C@@]3(C2=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)C)C)C)(C)C(=O)O
• InChI: InChI=1S/C44H64O19/c1-18(46)59-24-16-39(2,38(57)58)15-20-19-14-21(47)33-41(4)10-9-23(42(5,17-45)22(41)8-11-44(33,7)43(19,6)13-12-40(20,24)3)60-37-32(28(51)27(50)31(62-37)35(55)56)63-36-29(52)25(48)26(49)30(61-36)34(53)54/h14,20,22-33,36-37,45,48-52H,8-13,15-17H2,1-7H3,(H,53,54)(H,55,56)(H,57,58)/t20-,22+,23-,24+,25-,26-,27-,28-,29+,30-,31-,32+,33+,36-,37+,39+,40+,41-,42+,43+,44+/m0/s1
• InChI Key: OIHAASBKFLBOND-OUMVFDBLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₁₉
• Molecular Weight: 897.00 g/mol
• Exact Mass: 896.40417981 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

• UNII-053L27O50V
• 22beta-Acetoxyl licorice saponin G2
• 053L27O50V
• 1208004-79-8
• beta-D-Glucopyranosiduronic acid, (3beta,4beta,20beta,22beta)-22-(acetyloxy)-20-carboxy-23-hydroxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-D-glucopyranuronosyl-
• 22.BETA.-ACETOXYL LICORICE SAPONIN G2
• Q27236072
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.BETA.,20.BETA.,22.BETA.)-22-(ACETYLOXY)-20-CARBOXY-23-HYDROXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-
• 22beta-Acetoxy-24-hydroxy-3beta-[[2-O-(beta-D-glucopyranuronosyl)-beta-D-glucopyranuronosyl]oxy]-11-oxooleana-12-ene-30-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7397	73.97%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8725	87.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6979	69.79%
OATP1B3 inhibitior	-	0.3693	36.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5952	59.52%
BSEP inhibitior	+	0.7213	72.13%
P-glycoprotein inhibitior	+	0.7549	75.49%
P-glycoprotein substrate	-	0.5676	56.76%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	+	0.7206	72.06%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3956	39.56%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5700	57.00%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	-	0.6540	65.40%
Glucocorticoid receptor binding	+	0.7439	74.39%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	+	0.8004	80.04%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9700	97.00%

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	97.23%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.93%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.86%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.05%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.95%	93.00%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.21%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.19%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.89%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.84%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.89%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.66%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 86278342
• NPASS: NPC15998