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(2R,3S,4R,5S,6S)-2-[[(3S,7R,8S,9S,10R,13S,14S,16S,17R)-7,16-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 66295a6b-cde7-4808-8400-ec891570042d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4R,5S,6S)-2-[[(3S,7R,8S,9S,10R,13S,14S,16S,17R)-7,16-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H56O7/c1-17(2)18(3)8-9-19(4)28-26(36)16-24-27-23(11-13-34(24,28)7)33(6)12-10-22(14-21(33)15-25(27)35)41-32-31(39)30(38)29(37)20(5)40-32/h15,17,19-20,22-32,35-39H,3,8-14,16H2,1-2,4-7H3/t19-,20+,22+,23+,24+,25+,26+,27-,28+,29-,30-,31+,32+,33+,34+/m1/s1
InChI Key SCHSEISSFMEKOL-CCSNDEMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O7
Molecular Weight 576.80 g/mol
Exact Mass 576.40260412 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5S,6S)-2-[[(3S,7R,8S,9S,10R,13S,14S,16S,17R)-7,16-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8676 86.76%
Caco-2 - 0.8361 83.61%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5561 55.61%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.8428 84.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7060 70.60%
P-glycoprotein inhibitior + 0.6214 62.14%
P-glycoprotein substrate + 0.5257 52.57%
CYP3A4 substrate + 0.7213 72.13%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.6842 68.42%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8189 81.89%
CYP2D6 inhibition - 0.9181 91.81%
CYP1A2 inhibition - 0.8090 80.90%
CYP2C8 inhibition + 0.5792 57.92%
CYP inhibitory promiscuity - 0.8674 86.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9373 93.73%
Skin irritation + 0.5407 54.07%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.7331 73.31%
Human Ether-a-go-go-Related Gene inhibition + 0.7564 75.64%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8207 82.07%
Acute Oral Toxicity (c) I 0.4705 47.05%
Estrogen receptor binding + 0.7014 70.14%
Androgen receptor binding + 0.6662 66.62%
Thyroid receptor binding - 0.5857 58.57%
Glucocorticoid receptor binding + 0.5519 55.19%
Aromatase binding + 0.6280 62.80%
PPAR gamma + 0.5585 55.85%
Honey bee toxicity - 0.6695 66.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9859 98.59%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.77% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.55% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.74% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.84% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 92.47% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.18% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 90.50% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.77% 97.36%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.67% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.77% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.71% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.54% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.88% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.94% 89.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.61% 98.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.10% 92.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.43% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.25% 85.14%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.71% 98.33%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.23% 94.50%
CHEMBL233 P35372 Mu opioid receptor 80.65% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.40% 100.00%

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.
Hippophae rhamnoides

Cross-Links

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PubChem 14702506
NPASS NPC273997