Cynanoside C

Details

• Internal ID: 7c084f62-f338-4c1c-9a92-052423252cfb
• 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,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-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(CC2O)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]2O)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/C40H60O15/c1-19-24(12-13-49-19)27(41)11-10-26-25(39(45)46)9-8-23-14-30(29(43)18-40(23,26)5)53-34-17-32(48-7)38(22(4)52-34)55-33-15-28(42)37(21(3)51-33)54-35-16-31(47-6)36(44)20(2)50-35/h8,12-13,20-22,25-26,28-38,42-44H,9-11,14-18H2,1-7H3,(H,45,46)/t20-,21+,22+,25+,26-,28-,29+,30+,31+,32-,33-,34-,35-,36-,37+,38+,40-/m0/s1
• InChI Key: VOCRVCNURZGNQH-QMTQWVMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀O₁₅
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.39322120 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8392	83.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7782	77.82%
BSEP inhibitior	+	0.9292	92.92%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.7373	73.73%
CYP3A4 substrate	+	0.7103	71.03%
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	+	0.6555	65.55%
CYP inhibitory promiscuity	-	0.8522	85.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4617	46.17%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.5387	53.87%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3632	36.32%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5887	58.87%
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	-	0.7750	77.50%
Acute Oral Toxicity (c)	I	0.6138	61.38%
Estrogen receptor binding	+	0.8451	84.51%
Androgen receptor binding	+	0.7020	70.20%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	+	0.7916	79.16%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	+	0.7569	75.69%
Honey bee toxicity	-	0.6782	67.82%
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	98.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.70%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.86%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.41%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.29%	97.53%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.54%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.12%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.39%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.15%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.92%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%

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: 11285756
• NPASS: NPC288580
• LOTUS: LTS0273170
• wikiData: Q105290104