(4S,5R,8S,13R,16S,19R,22R)-8-[(2R,4R,5R,6R)-5-[(2R,4R,5S,6S)-5-[(2S,4R,5S,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one

Details

• Internal ID: 05b6177b-deee-46ea-bc83-6fe6a9fd8c10
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4S,5R,8S,13R,16S,19R,22R)-8-[(2R,4R,5R,6R)-5-[(2R,4R,5S,6S)-5-[(2S,4R,5S,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CCC5=COC6(C5C(CO6)OC(=O)C4CC=C3C2)C)C)OC)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)OC1C(C(C(C(O1)CO)O)O)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CCC5=CO[C@@]6([C@H]5[C@@H](CO6)OC(=O)[C@@H]4CC=C3C2)C)C)OC)O[C@@H]7C[C@H]([C@H]([C@@H](O7)C)O[C@H]8C[C@H]([C@H]([C@@H](O8)C)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)O)OC)OC
• InChI: InChI=1S/C54H84O24/c1-23-46(31(63-6)16-37(68-23)71-28-13-14-53(4)27(15-28)10-11-29-30(53)12-9-26-21-66-54(5)40(26)36(22-67-54)72-50(29)62)75-38-17-32(64-7)47(24(2)69-38)76-39-18-33(65-8)48(25(3)70-39)77-52-45(61)43(59)49(35(20-56)74-52)78-51-44(60)42(58)41(57)34(19-55)73-51/h10,21,23-25,28-49,51-52,55-61H,9,11-20,22H2,1-8H3/t23-,24+,25+,28+,29-,30+,31-,32-,33-,34-,35-,36-,37+,38-,39+,40-,41-,42+,43-,44-,45-,46-,47+,48+,49-,51+,52+,53+,54+/m1/s1
• InChI Key: UCLAPYJXZXBQOT-QZUZMCNDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₄
• Molecular Weight: 1117.20 g/mol
• Exact Mass: 1116.53525354 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 24
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7890	78.90%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9648	96.48%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.6943	69.43%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8872	88.72%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9117	91.17%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.6836	68.36%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8207	82.07%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8572	85.72%
Acute Oral Toxicity (c)	III	0.4156	41.56%
Estrogen receptor binding	+	0.8510	85.10%
Androgen receptor binding	+	0.7413	74.13%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.7084	70.84%
PPAR gamma	+	0.8385	83.85%
Honey bee toxicity	-	0.5929	59.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	98.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.62%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.08%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.52%	97.33%
CHEMBL2996	Q05655	Protein kinase C delta	85.75%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.73%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.29%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.35%	95.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.49%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.09%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Vincetoxicum forrestii

Cross-Links

• PubChem: 21574524
• LOTUS: LTS0261427
• wikiData: Q105269976