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(3S,8S,9R,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(5E)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhepta-1,5-dien-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

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 6ceb2252-82e5-424b-acdf-c1a69023d8ed
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,8S,9R,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(5E)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhepta-1,5-dien-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H86O23/c1-23(20-70-47-45(68)41(64)37(60)30(75-47)21-71-48-43(66)39(62)35(58)28(18-55)73-48)9-8-10-24(2)25-15-16-52(5)32-13-11-26-27(54(32,7)33(57)17-53(25,52)6)12-14-34(51(26,3)4)77-50-46(69)42(65)38(61)31(76-50)22-72-49-44(67)40(63)36(59)29(19-56)74-49/h9,11,25,27-32,34-50,55-56,58-69H,2,8,10,12-22H2,1,3-7H3/b23-9+/t25-,27-,28-,29-,30-,31-,32+,34+,35-,36-,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,47-,48-,49-,50+,52+,53-,54+/m1/s1
InChI Key XHHYAQFNWUHVMV-OIKZOMASSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O23
Molecular Weight 1103.20 g/mol
Exact Mass 1102.55598899 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -2.30
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8S,9R,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(5E)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhepta-1,5-dien-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7703 77.03%
Caco-2 - 0.8737 87.37%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8392 83.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8196 81.96%
OATP1B3 inhibitior - 0.4031 40.31%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9381 93.81%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate - 0.5397 53.97%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.9443 94.43%
CYP2C9 inhibition - 0.8470 84.70%
CYP2C19 inhibition - 0.8886 88.86%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.8758 87.58%
CYP2C8 inhibition + 0.6954 69.54%
CYP inhibitory promiscuity - 0.9228 92.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6385 63.85%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9007 90.07%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7977 79.77%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6925 69.25%
skin sensitisation - 0.8923 89.23%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.5809 58.09%
Acute Oral Toxicity (c) III 0.7106 71.06%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.7557 75.57%
Thyroid receptor binding + 0.5619 56.19%
Glucocorticoid receptor binding + 0.7460 74.60%
Aromatase binding + 0.6739 67.39%
PPAR gamma + 0.8056 80.56%
Honey bee toxicity - 0.6840 68.40%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9820 98.20%

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 99.16% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 95.28% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.91% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.35% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.79% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.75% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.72% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.49% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 84.40% 92.50%
CHEMBL4208 P20618 Proteasome component C5 82.85% 90.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.56% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.95% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.88% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.72% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.06% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.36% 93.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.31% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.19% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101921694
LOTUS LTS0062753
wikiData Q104403635