Ardisianoside H

Details

• Internal ID: 057f8d07-8a0c-4ad0-b6e4-fdf81defd57f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-4-[(2S,3R,4R,5R,6R)-3-hydroxy-6-(hydroxymethyl)-4,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one
• SMILES (Canonical): CC1(CCC23C(C1)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)OC3=O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(C[C@H]([C@@]6([C@H]4CC(CC6)(C)C)C(=O)O5)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C70H114O37/c1-64(2)14-15-69-34(16-64)70(107-63(69)92)13-9-33-66(5)11-10-36(65(3,4)32(66)8-12-67(33,6)68(70,7)17-35(69)77)101-61-54(105-59-49(90)45(86)40(81)28(20-73)97-59)42(83)31(24-94-61)100-62-55(106-56-46(87)37(78)25(76)23-93-56)52(41(82)29(21-74)98-62)103-60-50(91)53(104-58-48(89)44(85)39(80)27(19-72)96-58)51(30(22-75)99-60)102-57-47(88)43(84)38(79)26(18-71)95-57/h25-62,71-91H,8-24H2,1-7H3/t25-,26-,27-,28-,29-,30-,31+,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-,49-,50-,51-,52+,53-,54-,55-,56+,57+,58+,59+,60+,61+,62+,66+,67-,68+,69-,70+/m1/s1
• InChI Key: WCJAQHZDGNSJBM-BNJUBNBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₀H₁₁₄O₃₇
• Molecular Weight: 1547.60 g/mol
• Exact Mass: 1546.7038945 g/mol
• Topological Polar Surface Area (TPSA): 580.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -8.07
• H-Bond Acceptor: 37
• H-Bond Donor: 21
• Rotatable Bonds: 19

Synonyms

• CHEMBL374043
• 3beta-[2-O-beta-D-Glucopyranosyl-4-O-[2-O-beta-D-xylopyranosyl-3-O-(3-O,4-O-di-beta-D-glucopyranosyl-beta-D-glucopyranosyl)-beta-D-glucopyranosyl]-alpha-L-arabinopyranosyloxy]-13,16alpha-dihydroxyoleanane-28-oic acid gamma-lactone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9185	91.85%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.5418	54.18%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.7167	71.67%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7853	78.53%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7584	75.84%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7646	76.46%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	+	0.7585	75.85%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.7709	77.09%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.6234	62.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8764	87.64%

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	95.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.87%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.55%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.35%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	89.94%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.40%	91.24%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.65%	83.57%
CHEMBL1871	P10275	Androgen Receptor	87.17%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.74%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.57%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.46%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.27%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.80%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.64%	96.77%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.50%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.36%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.33%	94.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.01%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.62%	91.07%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.39%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.86%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.29%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.17%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.64%	95.38%

Plants that contains it

• Ardisia japonica

Cross-Links

• PubChem: 16109782
• NPASS: NPC22709
• ChEMBL: CHEMBL374043
• LOTUS: LTS0061837
• wikiData: Q105301801