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(3S,8S,9R,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(E,2R)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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 17c26b43-b305-4f9c-9131-5d5addf03b78
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-[(E,2R)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(CCC=C(C)COC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CC(=O)C4(C3CC=C5C4CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C
SMILES (Isomeric) C[C@H](CC/C=C(\C)/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H]2CC[C@@]3([C@@]2(CC(=O)[C@@]4([C@H]3CC=C5[C@H]4CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C
InChI InChI=1S/C42H68O13/c1-21(20-52-37-35(50)33(48)31(46)26(18-43)53-37)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(42(28,7)29(45)17-41(23,40)6)12-14-30(39(24,3)4)55-38-36(51)34(49)32(47)27(19-44)54-38/h9,11,22-23,25-28,30-38,43-44,46-51H,8,10,12-20H2,1-7H3/b21-9+/t22-,23-,25-,26-,27-,28+,30+,31-,32-,33+,34+,35-,36-,37-,38+,40+,41-,42+/m1/s1
InChI Key HGUAKHDCVOZXSX-LKDVKDOCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O13
Molecular Weight 781.00 g/mol
Exact Mass 780.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 11

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-[(E,2R)-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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 + 0.7907 79.07%
Caco-2 - 0.8736 87.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8651 86.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior - 0.4111 41.11%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.7844 78.44%
P-glycoprotein inhibitior + 0.7634 76.34%
P-glycoprotein substrate - 0.5753 57.53%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
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 + 0.5731 57.31%
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 - 0.9150 91.50%
Skin irritation - 0.5922 59.22%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7597 75.97%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6754 67.54%
skin sensitisation - 0.9044 90.44%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6671 66.71%
Acute Oral Toxicity (c) III 0.7126 71.26%
Estrogen receptor binding + 0.7571 75.71%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding - 0.5673 56.73%
Glucocorticoid receptor binding + 0.7247 72.47%
Aromatase binding + 0.6588 65.88%
PPAR gamma + 0.7246 72.46%
Honey bee toxicity - 0.7112 71.12%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
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 98.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.41% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.48% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.75% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.14% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.08% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.48% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.07% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.50% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.46% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.85% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.48% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.34% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.20% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.51% 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.
Hemsleya panacis-scandens

Cross-Links

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PubChem 101690655
LOTUS LTS0243171
wikiData Q105027960