6-Hydroxycevan-2-yl hexopyranoside

Details

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Internal ID 25bfe478-fcf3-4ac0-9e08-b4d805d2d683
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 2-(hydroxymethyl)-6-[(17-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-21-yl)oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CC(CC6)OC7C(C(C(C(O7)CO)O)O)O)C)O)C
SMILES (Isomeric) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CC(CC6)OC7C(C(C(C(O7)CO)O)O)O)C)O)C
InChI InChI=1S/C33H55NO7/c1-16-4-9-26-17(2)19-6-7-20-21(23(19)14-34(26)13-16)10-25-22(20)11-27(36)24-8-5-18(12-33(24,25)3)40-32-31(39)30(38)29(37)28(15-35)41-32/h16-32,35-39H,4-15H2,1-3H3
InChI Key YPEOJRRZBDHCLW-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C33H55NO7
Molecular Weight 577.80 g/mol
Exact Mass 577.39785309 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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Hupeheninoside
98985-22-9
DTXSID20912959
5,14-Cevanine-6-hydroxyl-3-D-glucoside
beta-D-Glucopyranoside, (3alpha,5alpha,6alpha)-6-hydroxycevan-3-yl
beta-D-Glucopyranoside, (3beta,5alpha,6beta,17beta)-6-hydroxycevan-3-yl
2-(hydroxymethyl)-6-[(17-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-21-yl)oxy]oxane-3,4,5-triol

2D Structure

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2D Structure of 6-Hydroxycevan-2-yl hexopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5613 56.13%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Lysosomes 0.7558 75.58%
OATP2B1 inhibitior - 0.5823 58.23%
OATP1B1 inhibitior + 0.8897 88.97%
OATP1B3 inhibitior + 0.9362 93.62%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8204 82.04%
P-glycoprotein inhibitior - 0.5329 53.29%
P-glycoprotein substrate - 0.5735 57.35%
CYP3A4 substrate + 0.7240 72.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7424 74.24%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.9091 90.91%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.9532 95.32%
CYP2C8 inhibition - 0.6057 60.57%
CYP inhibitory promiscuity - 0.9818 98.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5638 56.38%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9149 91.49%
Skin irritation - 0.7580 75.80%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.7563 75.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6808 68.08%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6325 63.25%
skin sensitisation - 0.8797 87.97%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5407 54.07%
Acute Oral Toxicity (c) III 0.4365 43.65%
Estrogen receptor binding + 0.6027 60.27%
Androgen receptor binding + 0.6917 69.17%
Thyroid receptor binding - 0.5979 59.79%
Glucocorticoid receptor binding - 0.5150 51.50%
Aromatase binding + 0.6485 64.85%
PPAR gamma + 0.5687 56.87%
Honey bee toxicity - 0.6944 69.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.6794 67.94%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.62% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.55% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.16% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.49% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.55% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.62% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.74% 91.11%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 90.43% 98.46%
CHEMBL226 P30542 Adenosine A1 receptor 89.36% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 89.18% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.27% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.34% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.14% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.29% 96.77%
CHEMBL206 P03372 Estrogen receptor alpha 84.22% 97.64%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.61% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.28% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.90% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 82.32% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.22% 92.94%
CHEMBL1871 P10275 Androgen Receptor 80.83% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.80% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.66% 94.78%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.63% 95.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.50% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.35% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Fritillaria cirrhosa
Fritillaria delavayi
Fritillaria monantha
Fritillaria pallidiflora
Fritillaria przewalskii
Fritillaria taipaiensis
Fritillaria unibracteata
Fritillaria verticillata
Fritillaria walujewii

Cross-Links

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PubChem 127202
NPASS NPC44611