Cynanoside S

Details

• Internal ID: fab6c611-d10c-44ef-9595-10376717cf57
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 2-[(1R,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-2-(2-methylfuran-3-carbonyl)oxy-2,3,5,6,7,8-hexahydro-1H-naphthalen-1-yl]acetic acid
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CC5=CCC(C(C5(CC4O)C)CC(=O)O)OC(=O)C6=C(OC=C6)C)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)CC(=O)O)OC(=O)C6=C(OC=C6)C)C)C)OC)O
• InChI: InChI=1S/C40H60O16/c1-19-24(11-12-49-19)39(45)54-27-10-9-23-13-28(26(41)18-40(23,5)25(27)14-32(42)43)53-33-16-30(47-7)37(21(3)51-33)56-35-17-31(48-8)38(22(4)52-35)55-34-15-29(46-6)36(44)20(2)50-34/h9,11-12,20-22,25-31,33-38,41,44H,10,13-18H2,1-8H3,(H,42,43)/t20-,21-,22+,25+,26-,27-,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,40+/m1/s1
• InChI Key: OFFPGIZHPBLQCH-JLJAYMDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀O₁₆
• Molecular Weight: 796.90 g/mol
• Exact Mass: 796.38813582 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	0.8698	86.98%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.8300	83.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9750	97.50%
P-glycoprotein inhibitior	+	0.7580	75.80%
P-glycoprotein substrate	+	0.7067	70.67%
CYP3A4 substrate	+	0.7011	70.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.5562	55.62%
CYP2C9 inhibition	-	0.8547	85.47%
CYP2C19 inhibition	-	0.9049	90.49%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	+	0.6030	60.30%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4374	43.74%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.6252	62.52%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7082	70.82%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7975	79.75%
Acute Oral Toxicity (c)	I	0.6103	61.03%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	-	0.5203	52.03%
Glucocorticoid receptor binding	+	0.8012	80.12%
Aromatase binding	+	0.6751	67.51%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.30%	90.17%
CHEMBL1914	P06276	Butyrylcholinesterase	90.23%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.28%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.09%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.91%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.54%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.28%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.87%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.95%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.68%	93.00%

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: 25232384
• NPASS: NPC97291
• LOTUS: LTS0242407
• wikiData: Q105190966