(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6R)-6-[[(3S,4R,6aR,6bS,8R,11R,14bS)-8-hydroxy-11-(2-hydroxyethyl)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: b04c899b-e9f1-47d1-a87f-95cd128dd04c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6R)-6-[[(3S,4R,6aR,6bS,8R,11R,14bS)-8-hydroxy-11-(2-hydroxyethyl)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3(C)CO)CCC5(C4C=CC6=C7CC(CCC7(C(CC65C)O)CO)(C)CCO)C)C)COC8C(C(C(C(O8)CO)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](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@]4(C([C@]3(C)CO)CC[C@@]5(C4C=CC6=C7C[C@](CCC7([C@@H](C[C@]65C)O)CO)(C)CCO)C)C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C49H80O19/c1-23-32(55)34(57)38(61)42(64-23)68-40-27(20-63-41-37(60)35(58)33(56)26(19-51)65-41)66-43(39(62)36(40)59)67-31-10-11-45(3)28(46(31,4)21-52)9-12-47(5)29(45)8-7-24-25-17-44(2,15-16-50)13-14-49(25,22-53)30(54)18-48(24,47)6/h7-8,23,26-43,50-62H,9-22H2,1-6H3/t23-,26+,27+,28?,29?,30+,31-,32+,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43-,44-,45-,46-,47+,48+,49?/m0/s1
• InChI Key: XOJTYQDLXGHZHE-FWMPYGQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₉
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.52938032 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6424	64.24%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7385	73.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	-	0.3237	32.37%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8806	88.06%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.5894	58.94%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.9272	92.72%
CYP2C19 inhibition	-	0.9131	91.31%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7660	76.60%
CYP inhibitory promiscuity	-	0.9640	96.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5950	59.50%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7588	75.88%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9137	91.37%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6058	60.58%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.7839	78.39%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	-	0.5342	53.42%
Glucocorticoid receptor binding	+	0.6435	64.35%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.6440	64.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.8895	88.95%

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	98.80%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.61%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.04%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.38%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.81%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.50%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.27%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL1871	P10275	Androgen Receptor	85.03%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.04%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.85%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.52%	91.07%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.51%	89.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.24%	82.38%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.01%	98.46%

Plants that contains it

• Bupleurum chinense

Cross-Links

• PubChem: 11968913
• NPASS: NPC56767