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2-(hydroxymethyl)-6-[[17-[3-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-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 8f722e2a-bbd1-4af2-b654-c268e96f5ef1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-(hydroxymethyl)-6-[[17-[3-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)OC)C)C)C)C(C(C=C(C)C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC(C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)OC)C)C)C)C(C(C=C(C)C)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C43H72O14/c1-20(2)16-25(54-38-35(51)33(49)31(47)27(18-44)55-38)30(46)21(3)22-12-13-43(8)37-26(53-9)17-24-23(41(37,6)14-15-42(22,43)7)10-11-29(40(24,4)5)57-39-36(52)34(50)32(48)28(19-45)56-39/h16-17,21-23,25-39,44-52H,10-15,18-19H2,1-9H3
InChI Key NFGQKKGYMKRYEF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H72O14
Molecular Weight 813.00 g/mol
Exact Mass 812.49220697 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(hydroxymethyl)-6-[[17-[3-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-7-methoxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-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 + 0.6979 69.79%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8049 80.49%
OATP1B3 inhibitior - 0.2192 21.92%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6240 62.40%
P-glycoprotein inhibitior + 0.7651 76.51%
P-glycoprotein substrate - 0.5366 53.66%
CYP3A4 substrate + 0.7036 70.36%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9648 96.48%
CYP2C9 inhibition - 0.8675 86.75%
CYP2C19 inhibition - 0.8840 88.40%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8899 88.99%
CYP2C8 inhibition + 0.6134 61.34%
CYP inhibitory promiscuity - 0.9129 91.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6089 60.89%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.6632 66.32%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7526 75.26%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8807 88.07%
Acute Oral Toxicity (c) III 0.5770 57.70%
Estrogen receptor binding + 0.7611 76.11%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding - 0.5366 53.66%
Glucocorticoid receptor binding + 0.6702 67.02%
Aromatase binding + 0.6683 66.83%
PPAR gamma + 0.7568 75.68%
Honey bee toxicity - 0.6437 64.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9074 90.74%

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 99.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.59% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.47% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.20% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.16% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.36% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.12% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.66% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.71% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.26% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.31% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.74% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.53% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.31% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.23% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.18% 99.17%

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.
Momordica charantia

Cross-Links

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PubChem 73241659
LOTUS LTS0268345
wikiData Q105178465