[(1S,4R,5R,6S,9R,10R,13R,14R)-6-[(2S,4R,5R,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-14-[(3R)-5-oxooxolan-3-yl]-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl] acetate

Details

• Internal ID: 8ced9700-d7ec-4a53-9ef3-faac4c842c55
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(1S,4R,5R,6S,9R,10R,13R,14R)-6-[(2S,4R,5R,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-14-[(3R)-5-oxooxolan-3-yl]-5-tetracyclo[11.3.1.01,10.04,9]heptadecanyl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2OC(=O)C)CCC45C3CCC(C4=O)(C(CC5)C6CC(=O)OC6)C)C)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@H]2OC(=O)C)CC[C@@]45[C@@H]3CC[C@@](C4=O)([C@H](CC5)[C@H]6CC(=O)OC6)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C50H78O24/c1-20-42(74-46-41(62)38(59)35(56)29(73-46)19-67-45-40(61)37(58)34(55)28(72-45)18-66-44-39(60)36(57)33(54)27(16-51)71-44)26(64-5)15-32(68-20)70-25-8-10-48(3)24(43(25)69-21(2)52)7-13-50-12-6-23(22-14-31(53)65-17-22)49(4,47(50)63)11-9-30(48)50/h20,22-30,32-46,51,54-62H,6-19H2,1-5H3/t20-,22-,23+,24-,25-,26+,27+,28+,29+,30+,32-,33+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43+,44+,45+,46-,48-,49+,50-/m0/s1
• InChI Key: LQHZWAVEZQFPAP-MHNZTRSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₂₄
• Molecular Weight: 1063.10 g/mol
• Exact Mass: 1062.48830335 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.56
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4737	47.37%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8135	81.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9320	93.20%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.6402	64.02%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8986	89.86%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.9284	92.84%
CYP2C8 inhibition	+	0.6115	61.15%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7798	77.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6973	69.73%
skin sensitisation	-	0.9426	94.26%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7718	77.18%
Acute Oral Toxicity (c)	I	0.6708	67.08%
Estrogen receptor binding	+	0.8433	84.33%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8222	82.22%
Honey bee toxicity	-	0.6026	60.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8676	86.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.94%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	92.47%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.27%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.96%	95.58%
CHEMBL1871	P10275	Androgen Receptor	88.64%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.55%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.92%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.47%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.47%	97.36%
CHEMBL5028	O14672	ADAM10	84.43%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.60%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.42%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.22%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.66%	91.19%

Plants that contains it

• Parepigynum funingense

Cross-Links

• PubChem: 163010680
• LOTUS: LTS0125190
• wikiData: Q105155554