(1R,4S,5R,8R,10S,13S,14R,19S,20S)-10-[(2R,3R,4S,5S,6R)-3-[(2R,3R,4S,5R,6R)-4-[(2R,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-19-hydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosa-15,17-dien-22-one

Details

• Internal ID: 254c47cb-7be5-4092-9629-79dad04583b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1R,4S,5R,8R,10S,13S,14R,19S,20S)-10-[(2R,3R,4S,5S,6R)-3-[(2R,3R,4S,5R,6R)-4-[(2R,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-19-hydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosa-15,17-dien-22-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(OC(C3O)OC4C(C(C(OC4OC5CCC6(C(C5(C)C)CCC7(C6C=CC8=C9C(C1(CCC9(CCC87C)C(=O)O1)C)(C)O)C)C)CO)O)O)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]([C@H](CO[C@@H]2O[C@H]3[C@@H]([C@H](O[C@@H]([C@@H]3O)O[C@@H]4[C@H]([C@@H]([C@H](O[C@H]4O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6C=CC8=C9[C@]([C@@]1(CC[C@@]9(CC[C@]87C)C(=O)O1)C)(C)O)C)C)CO)O)O)CO)O)O)O)O)O)O
• InChI: InChI=1S/C53H82O22/c1-22-30(57)34(61)36(63)42(68-22)73-39-31(58)24(56)21-67-44(39)72-38-33(60)26(20-55)69-43(37(38)64)74-40-35(62)32(59)25(19-54)70-45(40)71-29-12-13-48(4)27(47(29,2)3)11-14-50(6)28(48)10-9-23-41-52(8,66)51(7)16-18-53(41,46(65)75-51)17-15-49(23,50)5/h9-10,22,24-40,42-45,54-64,66H,11-21H2,1-8H3/t22-,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,34+,35-,36+,37+,38-,39-,40+,42-,43+,44+,45-,48-,49+,50+,51-,52-,53+/m0/s1
• InChI Key: PMVALYSRUPMVMD-IBZRVLIQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₂
• Molecular Weight: 1071.20 g/mol
• Exact Mass: 1070.52977424 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7881	78.81%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9109	91.09%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.5793	57.93%
CYP3A4 substrate	+	0.7459	74.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7289	72.89%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7177	71.77%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8674	86.74%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.7394	73.94%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.6464	64.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.10%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.15%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.73%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.35%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.90%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.82%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.20%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.91%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.51%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.33%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.43%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.88%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.51%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.23%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	80.79%	92.50%

Plants that contains it

• Ilex kaushue

Cross-Links

• PubChem: 162882910
• LOTUS: LTS0067790
• wikiData: Q105211758