(1R,2S,4S,5R,8R,10S,13R,14R,18R,21S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,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: 6ed7ea36-8e87-4f15-aa49-47dadbd483b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2S,4S,5R,8R,10S,13R,14R,18R,21S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,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)COC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(CO9)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[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H](CO9)O)O)O
• InChI: InChI=1S/C47H74O18/c1-42(2)14-21-20-8-9-26-44(5)12-11-28(43(3,4)25(44)10-13-45(26,6)46(20,7)15-27(50)47(21)16-29(42)64-41(47)58)63-40-37(65-39-35(56)30(51)22(49)18-59-39)34(55)32(53)24(62-40)19-60-38-36(57)33(54)31(52)23(17-48)61-38/h8,21-40,48-57H,9-19H2,1-7H3/t21-,22+,23-,24-,25+,26-,27+,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,44+,45-,46-,47-/m1/s1
• InChI Key: PPKDVDLTIXVLHW-OKOLTZOLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₈
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.48751551 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• 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	-	0.8909	89.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.8811	88.11%
OATP1B1 inhibitior	+	0.7744	77.44%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6793	67.93%
P-glycoprotein inhibitior	+	0.7557	75.57%
P-glycoprotein substrate	-	0.5356	53.56%
CYP3A4 substrate	+	0.7395	73.95%
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	+	0.7039	70.39%
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	-	0.9065	90.65%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6917	69.17%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7401	74.01%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	-	0.5805	58.05%
Glucocorticoid receptor binding	+	0.6968	69.68%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.6492	64.92%
Biodegradation	-	0.6750	67.50%
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	96.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.49%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.97%	97.25%
CHEMBL1871	P10275	Androgen Receptor	91.01%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.84%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.09%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.94%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.69%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.71%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	86.35%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.95%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.63%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.58%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.24%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.42%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.13%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.73%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.91%	92.62%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Acacia auriculiformis

Cross-Links

• PubChem: 163021266
• LOTUS: LTS0197936
• wikiData: Q105212932