[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (2S,4aS,6aS,6aR,6bR,8aS,9R,10R,12aS,14bS)-9-formyl-2,10-dihydroxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 8cc64c4b-762d-4462-a99c-277af6087598
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (2S,4aS,6aS,6aR,6bR,8aS,9R,10R,12aS,14bS)-9-formyl-2,10-dihydroxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C=O)O)C)(C)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)OC[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)OC(=O)[C@@]45CC[C@](C[C@H]4C6=CC[C@H]7[C@@]8(CC[C@H]([C@]([C@H]8CC[C@]7([C@]6(CC5)C)C)(C)C=O)O)C)(C)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C47H74O19/c1-21-29(51)31(53)34(56)39(62-21)65-37-24(18-48)63-38(36(58)33(37)55)61-19-25-30(52)32(54)35(57)40(64-25)66-41(59)47-15-13-42(2,60)17-23(47)22-7-8-27-43(3)11-10-28(50)44(4,20-49)26(43)9-12-46(27,6)45(22,5)14-16-47/h7,20-21,23-40,48,50-58,60H,8-19H2,1-6H3/t21-,23-,24-,25-,26-,27-,28+,29-,30-,31+,32+,33-,34-,35-,36-,37-,38-,39+,40+,42-,43+,44+,45-,46+,47+/m0/s1
• InChI Key: GKHRBOAUARGULE-IRMZHPIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₉
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.48243013 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.9142	91.42%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	-	0.5067	50.67%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7152	71.52%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.7540	75.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7801	78.01%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9064	90.64%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.7332	73.32%
Aromatase binding	+	0.6346	63.46%
PPAR gamma	+	0.8157	81.57%
Honey bee toxicity	-	0.6698	66.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9440	94.40%

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	99.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.85%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.36%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.49%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.24%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.88%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.56%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.70%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.70%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.53%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.39%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.63%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.45%	100.00%

Plants that contains it

• Eleutherococcus japonicus

Cross-Links

• PubChem: 163048378
• LOTUS: LTS0246329
• wikiData: Q105009993