(2R,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid

Details

• Internal ID: c72e9e03-c518-4653-b07d-c395edc35285
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,4aS,5R,6aR,6aS,6bR,8aR,9R,10S,12aS)-5-hydroxy-4a,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC5=C6CC(CCC6(C(CC54C)O)CO)(C)C(=O)O)C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=CC5=C6C[C@](CC[C@@]6([C@@H](C[C@]54C)O)CO)(C)C(=O)O)C)C)O)O)O
• InChI: InChI=1S/C36H56O10/c1-19-26(40)27(41)28(42)29(45-19)46-25-10-11-32(3)22(33(25,4)17-37)9-12-34(5)23(32)8-7-20-21-15-31(2,30(43)44)13-14-36(21,18-38)24(39)16-35(20,34)6/h7-8,19,22-29,37-42H,9-18H2,1-6H3,(H,43,44)/t19-,22-,23-,24-,25+,26+,27+,28-,29+,31-,32+,33+,34-,35-,36-/m1/s1
• InChI Key: IZZQVEJKMNOYJB-JAEZISKXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8361	83.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.6125	61.25%
P-glycoprotein inhibitior	+	0.7115	71.15%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6812	68.12%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6918	69.18%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6445	64.45%
Androgen receptor binding	+	0.7132	71.32%
Thyroid receptor binding	-	0.5196	51.96%
Glucocorticoid receptor binding	+	0.6512	65.12%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.6591	65.91%
Honey bee toxicity	-	0.7744	77.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9323	93.23%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.09%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.20%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.89%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	87.14%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.28%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.61%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.77%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.61%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.19%	100.00%

Plants that contains it

• Bupleurum scorzonerifolium

Cross-Links

• PubChem: 102331239
• LOTUS: LTS0118788
• wikiData: Q105123607