(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,11S,12aS,14aR,14bR)-11-carboxy-9,10-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: d1241782-e5c4-4105-8a1b-7c9f7b0a82e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,11S,12aS,14aR,14bR)-11-carboxy-9,10-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8O)O)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)CO)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@]([C@H]([C@H]8O)O)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O21/c1-19-26(51)28(53)32(57)39(64-19)68-34-29(54)27(52)22(17-49)65-40(34)69-35-31(56)30(55)33(38(60)61)67-41(35)66-25-11-12-44(3)23(46(25,5)18-50)10-13-48(7)24(44)9-8-20-21-16-45(4,42(62)63)37(59)36(58)43(21,2)14-15-47(20,48)6/h8,19,21-37,39-41,49-59H,9-18H2,1-7H3,(H,60,61)(H,62,63)/t19-,21-,22+,23+,24+,25-,26-,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,37-,39-,40-,41+,43+,44-,45-,46+,47+,48+/m0/s1
• InChI Key: MUWPBWRABGOPKR-XIOIIYPLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₁
• Molecular Weight: 989.10 g/mol
• Exact Mass: 988.48790943 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.26
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6512	65.12%
Caco-2	-	0.9017	90.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8681	86.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	-	0.3733	37.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5452	54.52%
BSEP inhibitior	+	0.6969	69.69%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.6318	63.18%
CYP3A4 substrate	+	0.7301	73.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.8761	87.61%
CYP2C8 inhibition	+	0.7588	75.88%
CYP inhibitory promiscuity	-	0.9598	95.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7459	74.59%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.6932	69.32%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.7415	74.15%
Thyroid receptor binding	-	0.5625	56.25%
Glucocorticoid receptor binding	+	0.7224	72.24%
Aromatase binding	+	0.6036	60.36%
PPAR gamma	+	0.7985	79.85%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9625	96.25%

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	97.46%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.16%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.06%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.46%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.35%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.86%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%
CHEMBL5028	O14672	ADAM10	80.17%	97.50%

Plants that contains it

• Astragalus condensatus
• Bertya dimerostigma
• Delphinium barbeyi
• Pueraria montana var. thomsonii

Cross-Links

• PubChem: 101998410
• NPASS: NPC219663
• LOTUS: LTS0038395
• wikiData: Q105172777