Cynanoside B

Details

• Internal ID: 1f14da02-4262-4fec-bc26-f5295c1af5f2
• 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)-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-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)OC2CC3=CCC(C(C3(CC2O)C)CCC(=O)C4=C(OC=C4)C)C(=O)O)OC)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)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]([C@@H]([C@]3(C[C@H]2O)C)CCC(=O)C4=C(OC=C4)C)C(=O)O)OC)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)OC)OC
• InChI: InChI=1S/C47H72O20/c1-21-26(13-14-59-21)29(49)12-11-28-27(45(54)55)10-9-25-15-31(30(50)19-47(25,28)5)63-36-16-32(56-6)42(22(2)60-36)65-37-17-33(57-7)43(23(3)61-37)66-38-18-34(58-8)44(24(4)62-38)67-46-41(53)40(52)39(51)35(20-48)64-46/h9,13-14,22-24,27-28,30-44,46,48,50-53H,10-12,15-20H2,1-8H3,(H,54,55)/t22-,23+,24-,27-,28+,30-,31-,32+,33+,34+,35-,36+,37+,38+,39-,40+,41-,42-,43-,44-,46+,47+/m1/s1
• InChI Key: QYGUTIVIPHVESJ-MRNMPRJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₀
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.46169468 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9005	90.05%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7032	70.32%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.6825	68.25%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	0.6064	60.64%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.6533	65.33%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.8139	81.39%
CYP2C8 inhibition	+	0.6860	68.60%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5128	51.28%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7738	77.38%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9077	90.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	I	0.5817	58.17%
Estrogen receptor binding	+	0.8404	84.04%
Androgen receptor binding	+	0.7227	72.27%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.8199	81.99%
Aromatase binding	+	0.7079	70.79%
PPAR gamma	+	0.8261	82.61%
Honey bee toxicity	-	0.6424	64.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9788	97.88%

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	98.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.87%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.84%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.44%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	88.24%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.01%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.72%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.80%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	84.74%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.92%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.91%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.90%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.44%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.06%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.41%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%

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: 11320582
• NPASS: NPC113864
• LOTUS: LTS0045538
• wikiData: Q105230134