[(2S)-1-[(2S,5S,6S,9S,12S,13R,16S,18R)-16-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpent-4-en-2-yl] acetate

Details

• Internal ID: 6bb13d0f-850f-4fe7-8519-15532b924cd7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S)-1-[(2S,5S,6S,9S,12S,13R,16S,18R)-16-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpent-4-en-2-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(CCC6(C5=CCC4C3(C)C)C)C(OC7=O)(C)CC(CC(=C)C)OC(=O)C)C)O)O)O)O)OC8C(C(C(CO8)O)OC9C(C(C(C(O9)CO)O)OC)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]3CC[C@@]4([C@@H]5CC[C@]67[C@H](CC[C@]6(C5=CC[C@H]4C3(C)C)C)[C@](OC7=O)(C)C[C@H](CC(=C)C)OC(=O)C)C)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O
• InChI: InChI=1S/C55H86O22/c1-24(2)19-27(71-26(4)57)20-54(9)34-14-17-53(8)29-11-12-33-51(5,6)35(15-16-52(33,7)28(29)13-18-55(34,53)50(66)77-54)73-49-45(36(60)30(58)22-69-49)76-47-39(63)38(62)42(25(3)70-47)74-46-40(64)43(31(59)23-68-46)75-48-41(65)44(67-10)37(61)32(21-56)72-48/h11,25,27-28,30-49,56,58-65H,1,12-23H2,2-10H3/t25-,27+,28-,30+,31-,32-,33+,34-,35+,36+,37-,38+,39-,40-,41-,42-,43+,44+,45-,46+,47+,48+,49+,52-,53+,54+,55-/m1/s1
• InChI Key: IAKMGUDFKFAMST-VKORYBMOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₆O₂₂
• Molecular Weight: 1099.30 g/mol
• Exact Mass: 1098.56107437 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 22
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8191	81.91%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8299	82.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7786	77.86%
OATP1B3 inhibitior	+	0.8733	87.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.7064	70.64%
CYP3A4 substrate	+	0.7523	75.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.7711	77.11%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.8844	88.44%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7728	77.28%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.5384	53.84%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7364	73.64%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6125	61.25%
Acute Oral Toxicity (c)	III	0.5726	57.26%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6555	65.55%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.5943	59.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	98.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.82%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.46%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.89%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.71%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.27%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.18%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL5028	O14672	ADAM10	83.40%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.08%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.07%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.96%	90.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.36%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.95%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL204	P00734	Thrombin	80.46%	96.01%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163043738
• LOTUS: LTS0272421
• wikiData: Q105036171