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1-[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,11,12,14-tetrahydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

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 079c90e7-d39d-4356-a18c-7f5d67dbc024
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,11,12,14-tetrahydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H68O16/c1-19(43)25-12-15-42(49)40(25,6)37(47)32(46)36-39(5)13-11-24(16-23(39)10-14-41(36,42)48)56-28-17-26(50-7)33(21(3)53-28)57-29-18-27(51-8)34(22(4)54-29)58-38-31(45)35(52-9)30(44)20(2)55-38/h10,20-22,24-38,44-49H,11-18H2,1-9H3/t20-,21-,22-,24+,25+,26+,27+,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
InChI Key SVPKMUNHZRQZNO-XNFHINBDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O16
Molecular Weight 829.00 g/mol
Exact Mass 828.45073608 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.26
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,11,12,14-tetrahydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9099 90.99%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7157 71.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8779 87.79%
OATP1B3 inhibitior + 0.8961 89.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9375 93.75%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate + 0.7136 71.36%
CYP3A4 substrate + 0.7211 72.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.9305 93.05%
CYP2C9 inhibition - 0.9159 91.59%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8776 87.76%
CYP2C8 inhibition + 0.5364 53.64%
CYP inhibitory promiscuity - 0.9593 95.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5541 55.41%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9146 91.46%
Skin irritation + 0.5458 54.58%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis - 0.7224 72.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7587 75.87%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6393 63.93%
skin sensitisation - 0.8620 86.20%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8022 80.22%
Acute Oral Toxicity (c) II 0.3964 39.64%
Estrogen receptor binding + 0.8063 80.63%
Androgen receptor binding + 0.7475 74.75%
Thyroid receptor binding - 0.5411 54.11%
Glucocorticoid receptor binding + 0.7539 75.39%
Aromatase binding + 0.6856 68.56%
PPAR gamma + 0.7883 78.83%
Honey bee toxicity - 0.6580 65.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9441 94.41%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.96% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.47% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.56% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.11% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.66% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.61% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.80% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 84.26% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.82% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL5028 O14672 ADAM10 83.12% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.63% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.25% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 82.11% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.56% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.02% 99.23%

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.
Orbea variegata

Cross-Links

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PubChem 101923694
LOTUS LTS0125488
wikiData Q105262314