(4S,5R,7R,8R,13R,16R,19R,22S)-7,22-dihydroxy-8-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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: 8285412f-cde1-4bee-8e9f-95d82265a909
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (4S,5R,7R,8R,13R,16R,19R,22S)-7,22-dihydroxy-8-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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)OC2CC3=CCC4C(C3(CC2O)C)CCC5=COC6(C5(C(CO6)OC4=O)O)C)OC)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2CC3=CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CCC5=CO[C@@]6([C@]5([C@@H](CO6)OC4=O)O)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)O)O)OC)OC
• InChI: InChI=1S/C48H74O21/c1-21-41(67-36-15-31(57-7)42(22(2)62-36)68-37-16-32(58-8)43(23(3)63-37)69-45-40(53)39(52)38(51)33(18-49)65-45)30(56-6)14-35(61-21)64-29-13-24-9-11-26-27(46(24,4)17-28(29)50)12-10-25-19-59-47(5)48(25,55)34(20-60-47)66-44(26)54/h9,19,21-23,26-43,45,49-53,55H,10-18,20H2,1-8H3/t21-,22+,23-,26-,27+,28-,29-,30+,31+,32+,33-,34-,35+,36+,37+,38-,39+,40-,41-,42-,43-,45+,46+,47+,48+/m1/s1
• InChI Key: YOBOPDUZMHNTLO-KJRAUCNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₁
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.47225936 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 21
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7965	79.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8174	81.74%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9680	96.80%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.7218	72.18%
CYP3A4 substrate	+	0.7465	74.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8926	89.26%
CYP3A4 inhibition	-	0.9381	93.81%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	+	0.6524	65.24%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.5136	51.36%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7913	79.13%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5226	52.26%
Acute Oral Toxicity (c)	I	0.5199	51.99%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.5916	59.16%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.7066	70.66%
PPAR gamma	+	0.8360	83.60%
Honey bee toxicity	-	0.5826	58.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8941	89.41%

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	99.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.41%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	92.57%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.53%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.26%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.68%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.13%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.83%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.30%	97.33%
CHEMBL220	P22303	Acetylcholinesterase	86.12%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.44%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.75%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.63%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.06%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.60%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.60%	96.00%
CHEMBL1871	P10275	Androgen Receptor	80.59%	96.43%

Plants that contains it

• Agave cocui
• Campanula hypopolia
• Chasmanthera dependens
• Corydalis pallida
• Crepis czerepanovii
• Cylindropuntia leptocaulis
• Drimia calcarata
• Hemionitis doryopteris
• Homalolepis cuneata
• Huperzia selago
• Hymenoxys grandiflora
• Ipomoea corymbosa
• Kielmeyera rubriflora
• Larix lyallii
• Maackia floribunda
• Meliosma simplicifolia subsp. pungens
• Oroxylum indicum
• Osteospermum microcarpum subsp. microcarpum
• Philadelphus coronarius
• Polygala fruticosa
• Pterocarpus macrocarpus
• Scandix pecten-veneris
• Senecio miser
• Sorbaria kirilowii
• Steirodiscus tagetes
• Syzygium levinei
• Thalictrum podocarpum
• Trichilia catigua
• Ventilago madraspatana
• Vincetoxicum atratum

Cross-Links

• PubChem: 11400424
• NPASS: NPC85925
• LOTUS: LTS0250425
• wikiData: Q105351226