(1R,2S,4S,5R,8R,9R,10R,11S,13R,14R,18S,21S)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,11-dihydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one

Details

• Internal ID: 3b3e4f7c-9c56-4bf4-a521-f87817653334
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2S,4S,5R,8R,9R,10R,11S,13R,14R,18S,21S)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,11-dihydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one
• SMILES (Canonical): CC1(CC2C3=CCC4C(C3(CC(C25CC1OC5=O)O)C)(CCC6C4(CC(C(C6(C)CO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)OC9C(C(C(CO9)O)O)O)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(C[C@@H]([C@]56[C@H]4CC([C@H](C5)OC6=O)(C)C)O)C)(C[C@@H]([C@@H]([C@@]3(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)O)C
• InChI: InChI=1S/C46H72O19/c1-41(2)11-20-19-7-8-26-42(3)12-21(48)36(43(4,18-47)25(42)9-10-44(26,5)45(19,6)13-27(51)46(20)14-28(41)63-40(46)58)65-38-34(57)32(55)31(54)24(62-38)17-61-39-35(30(53)23(50)16-60-39)64-37-33(56)29(52)22(49)15-59-37/h7,20-39,47-57H,8-18H2,1-6H3/t20-,21-,22+,23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,34+,35+,36-,37-,38-,39-,42-,43-,44+,45+,46+/m0/s1
• InChI Key: HUHHCLUNWYNJMF-XYIDCYHBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₉
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.46678006 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	-	0.8913	89.13%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8478	84.78%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.5928	59.28%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.7070	70.70%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5456	54.56%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7568	75.68%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6674	66.74%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5967	59.67%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	+	0.6874	68.74%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.6937	69.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9614	96.14%

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	98.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.65%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.37%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.66%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.05%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.24%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.24%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.23%	96.61%
CHEMBL1871	P10275	Androgen Receptor	85.55%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.82%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.11%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.05%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.01%	96.90%
CHEMBL5957	P21589	5'-nucleotidase	82.00%	97.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.79%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.51%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.49%	86.92%

Plants that contains it

• Dryopteris crassirhizoma
• Dryopteris wallichiana subsp. wallichiana
• Gymnocladus chinensis

Cross-Links

• PubChem: 162918300
• LOTUS: LTS0269605
• wikiData: Q27134389