[3-[5-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate

Details

• Internal ID: 878dd1e4-4c20-43ab-87d5-128050421282
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3-[5-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC8C(C7(C(=O)O8)CO)OC9C(C(C(C(O9)CO)O)O)O)C)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)OC1C(C(CO1)(CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC8C(C7(C(=O)O8)CO)OC9C(C(C(C(O9)CO)O)O)O)C)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)OC1C(C(CO1)(CO)O)O)O
• InChI: InChI=1S/C57H88O28/c1-22-39(81-44-38(70)40(26(62)18-75-44)82-48-42(71)55(74,19-59)21-77-48)35(67)37(69)45(78-22)83-41-32(64)25(61)17-76-47(41)85-49(72)56-12-11-51(2,3)13-24(56)23-7-8-29-52(4)14-27-43(84-46-36(68)34(66)33(65)28(16-58)79-46)57(20-60,50(73)80-27)30(52)9-10-53(29,5)54(23,6)15-31(56)63/h7,22,24-48,58-71,74H,8-21H2,1-6H3
• InChI Key: QIRJTOQSIFZVLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₈
• Molecular Weight: 1221.30 g/mol
• Exact Mass: 1220.54621215 g/mol
• Topological Polar Surface Area (TPSA): 439.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -4.81
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8413	84.13%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6924	69.24%
OATP1B3 inhibitior	+	0.8601	86.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9583	95.83%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.7040	70.40%
CYP3A4 substrate	+	0.7454	74.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.8370	83.70%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7771	77.71%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.5306	53.06%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7932	79.32%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6925	69.25%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5807	58.07%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.7501	75.01%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.6562	65.62%
Glucocorticoid receptor binding	+	0.7925	79.25%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.8285	82.85%
Honey bee toxicity	-	0.6459	64.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9726	97.26%

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	98.53%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.88%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.30%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.43%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.28%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.78%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.92%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.96%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.08%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	88.05%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	88.04%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.90%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.87%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.62%	94.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.33%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.63%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.27%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.27%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.14%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.96%	92.50%
CHEMBL2581	P07339	Cathepsin D	80.89%	98.95%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 162989934
• LOTUS: LTS0069118
• wikiData: Q105221733