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

Details

• Internal ID: c16a6833-bce6-4099-b529-06bd75e73ac8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C26CC1OC6=O)O)C)C)(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@]56[C@H]4CC([C@H](C5)OC6=O)(C)C)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O
• InChI: InChI=1S/C41H64O13/c1-36(2)14-20-19-8-9-24-38(5)12-11-26(52-34-32(30(47)29(46)22(17-42)51-34)54-33-31(48)28(45)21(43)18-50-33)37(3,4)23(38)10-13-39(24,6)40(19,7)15-25(44)41(20)16-27(36)53-35(41)49/h8,20-34,42-48H,9-18H2,1-7H3/t20-,21-,22+,23-,24+,25+,26-,27-,28-,29+,30-,31+,32+,33-,34-,38-,39+,40+,41+/m0/s1
• InChI Key: KIIAWZXATGZUIR-ULLOZDIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₃
• Molecular Weight: 764.90 g/mol
• Exact Mass: 764.43469209 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 13
• 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	+	0.8586	85.86%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.8777	87.77%
OATP1B1 inhibitior	+	0.7485	74.85%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5576	55.76%
P-glycoprotein inhibitior	+	0.7685	76.85%
P-glycoprotein substrate	-	0.6216	62.16%
CYP3A4 substrate	+	0.7338	73.38%
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	+	0.6455	64.55%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5456	54.56%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7592	75.92%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7629	76.29%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.7441	74.41%
Androgen receptor binding	+	0.7383	73.83%
Thyroid receptor binding	-	0.6288	62.88%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.7396	73.96%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.6500	65.00%
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	95.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.40%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.09%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.62%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.37%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.32%	97.36%
CHEMBL1871	P10275	Androgen Receptor	84.74%	96.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.65%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.19%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	83.74%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.03%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.52%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	82.51%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.52%	96.61%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.23%	95.71%

Plants that contains it

• Acacia auriculiformis

Cross-Links

• PubChem: 102446076
• LOTUS: LTS0244374
• wikiData: Q105141526