(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[(3S,4aS,6aR,6bS,8aR,9R,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-14-oxo-9-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 7c07f89d-c04b-4be2-8a1f-c89a4ba5a75c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[(3S,4aS,6aR,6bS,8aR,9R,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-14-oxo-9-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)C2CC(CC3C2(CCC4(C3=CC(=O)C5C4(CCC6C5(CCC(C6(C)C)C7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)C)C)C)(C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)[C@@H]2CC(C[C@@H]3[C@]2(CC[C@@]4(C3=CC(=O)[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)C)C)C)(C)C)O)O)O
• InChI: InChI=1S/C48H74O17/c1-19-26(50)27(51)29(53)34(62-19)23-18-43(2,3)17-22-21-16-24(49)39-46(7)12-10-20(44(4,5)25(46)11-13-48(39,9)47(21,8)15-14-45(22,23)6)35-36(31(55)32(56)37(63-35)40(58)59)64-42-33(57)28(52)30(54)38(65-42)41(60)61/h16,19-20,22-23,25-39,42,50-57H,10-15,17-18H2,1-9H3,(H,58,59)(H,60,61)/t19-,20+,22-,23-,25-,26-,27+,28-,29+,30-,31-,32-,33+,34-,35-,36+,37-,38-,39+,42+,45+,46-,47+,48+/m0/s1
• InChI Key: UOTLMOOIQUPIIK-DPUIHJKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₇
• Molecular Weight: 923.10 g/mol
• Exact Mass: 922.49260089 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8814	88.14%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8251	82.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7227	72.27%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5636	56.36%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	-	0.6164	61.64%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	-	0.7814	78.14%
CYP2C9 inhibition	-	0.8242	82.42%
CYP2C19 inhibition	-	0.8885	88.85%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	+	0.6731	67.31%
CYP inhibitory promiscuity	-	0.8729	87.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.5666	56.66%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8757	87.57%
Acute Oral Toxicity (c)	III	0.3745	37.45%
Estrogen receptor binding	+	0.7969	79.69%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	-	0.5666	56.66%
Glucocorticoid receptor binding	+	0.7640	76.40%
Aromatase binding	+	0.6736	67.36%
PPAR gamma	+	0.7985	79.85%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	97.50%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.48%	91.49%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	95.87%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	94.15%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.34%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.40%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.22%	96.38%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.49%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.14%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.10%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.79%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.20%	97.09%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 101905173
• NPASS: NPC114408