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(3S,7S,8S,9R,10R,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,13,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

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 9cf49483-0cd6-427c-ba68-eaa1ccfc778a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,7S,8S,9R,10R,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,13,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
SMILES (Canonical) CC(C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C=O)C)C)C(C(C=C(C)C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@H](C=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C=O)C)C)[C@@H]([C@H](C=C(C)C)O[C@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChI InChI=1S/C42H68O15/c1-19(2)14-25(54-37-34(52)32(50)30(48)26(16-43)55-37)29(47)20(3)21-10-11-41(7)36-24(46)15-23-22(42(36,18-45)13-12-40(21,41)6)8-9-28(39(23,4)5)57-38-35(53)33(51)31(49)27(17-44)56-38/h14-15,18,20-22,24-38,43-44,46-53H,8-13,16-17H2,1-7H3/t20-,21+,22+,24-,25-,26+,27+,28-,29-,30+,31+,32+,33-,34+,35+,36-,37+,38-,40+,41-,42+/m0/s1
InChI Key ZCVDJGDEHWAVSV-PSGIZKKFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O15
Molecular Weight 813.00 g/mol
Exact Mass 812.45582146 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,7S,8S,9R,10R,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,13,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7907 79.07%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8651 86.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7943 79.43%
OATP1B3 inhibitior - 0.4111 41.11%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.5837 58.37%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.5229 52.29%
CYP3A4 substrate + 0.7021 70.21%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.9642 96.42%
CYP2C9 inhibition - 0.8723 87.23%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.6646 66.46%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6168 61.68%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.5922 59.22%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7041 70.41%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9044 90.44%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6220 62.20%
Acute Oral Toxicity (c) III 0.7126 71.26%
Estrogen receptor binding + 0.7943 79.43%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding - 0.5228 52.28%
Glucocorticoid receptor binding + 0.6939 69.39%
Aromatase binding + 0.6373 63.73%
PPAR gamma + 0.7639 76.39%
Honey bee toxicity - 0.6824 68.24%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9649 96.49%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.27% 97.25%
CHEMBL2581 P07339 Cathepsin D 88.58% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.17% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.05% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.75% 95.89%
CHEMBL4208 P20618 Proteasome component C5 85.71% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.48% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.47% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 82.43% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.12% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.20% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.03% 91.07%

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 101500089
LOTUS LTS0254000
wikiData Q105371734