Cynanoside A

Details

• Internal ID: 557d3c7d-62e1-4b3d-992f-1c44ce9fe66a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (1S,2R,6R,7R,8aR)-7-hydroxy-6-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6S)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8a-methyl-1-[3-(2-methylfuran-3-yl)-3-oxopropyl]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CC5=CCC(C(C5(CC4O)C)CCC(=O)C6=C(OC=C6)C)C(=O)O)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4CC5=CC[C@H]([C@@H]([C@]5(C[C@H]4O)C)CCC(=O)C6=C(OC=C6)C)C(=O)O)C)C)OC)O
• InChI: InChI=1S/C41H62O15/c1-20-25(13-14-50-20)28(42)12-11-27-26(40(45)46)10-9-24-15-30(29(43)19-41(24,27)5)54-34-17-32(48-7)38(22(3)52-34)56-36-18-33(49-8)39(23(4)53-36)55-35-16-31(47-6)37(44)21(2)51-35/h9,13-14,21-23,26-27,29-39,43-44H,10-12,15-19H2,1-8H3,(H,45,46)/t21-,22-,23+,26-,27+,29-,30-,31+,32+,33+,34+,35+,36+,37-,38-,39-,41+/m1/s1
• InChI Key: CWXIVYTXSLFDMD-OQWNOHRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₅
• Molecular Weight: 794.90 g/mol
• Exact Mass: 794.40887127 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.8392	83.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7782	77.82%
BSEP inhibitior	+	0.9622	96.22%
P-glycoprotein inhibitior	+	0.7532	75.32%
P-glycoprotein substrate	+	0.7238	72.38%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	+	0.6028	60.28%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.5418	54.18%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8779	87.79%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.6354	63.54%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.8522	85.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4617	46.17%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.5387	53.87%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6739	67.39%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5762	57.62%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7775	77.75%
Acute Oral Toxicity (c)	I	0.6138	61.38%
Estrogen receptor binding	+	0.8333	83.33%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	-	0.5290	52.90%
Glucocorticoid receptor binding	+	0.7875	78.75%
Aromatase binding	+	0.6939	69.39%
PPAR gamma	+	0.7612	76.12%
Honey bee toxicity	-	0.6893	68.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9908	99.08%

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	98.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.90%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.44%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.72%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.09%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.80%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.37%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.10%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.58%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.58%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.08%	85.14%

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: 11764254
• NPASS: NPC292489
• LOTUS: LTS0008199
• wikiData: Q104971660