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(3R,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-17-[(E,2R,3S)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-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 49d479f9-e9d5-4a31-9acc-83d7995ff49d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3R,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-17-[(E,2R,3S)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC1(C(CCC2C1=CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C(C=CC(C)(C)O)O)O)O)C)C)C)O)C
SMILES (Isomeric) C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC[C@H](C4(C)C)O)C)C)[C@](C)([C@H](/C=C/C(C)(C)O)O)O)O
InChI InChI=1S/C30H48O6/c1-25(2,35)14-13-22(33)30(8,36)24-19(31)15-27(5)20-11-9-17-18(10-12-21(32)26(17,3)4)29(20,7)23(34)16-28(24,27)6/h9,13-14,18-22,24,31-33,35-36H,10-12,15-16H2,1-8H3/b14-13+/t18-,19-,20+,21-,22+,24+,27+,28-,29+,30+/m1/s1
InChI Key SXMIZVLPJHKDBG-GIJHEBTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O6
Molecular Weight 504.70 g/mol
Exact Mass 504.34508925 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.54
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-17-[(E,2R,3S)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-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 + 0.9888 98.88%
Caco-2 - 0.6404 64.04%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8895 88.95%
OATP1B3 inhibitior + 0.8566 85.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6321 63.21%
BSEP inhibitior + 0.8524 85.24%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5466 54.66%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8323 83.23%
CYP3A4 inhibition - 0.8940 89.40%
CYP2C9 inhibition - 0.8193 81.93%
CYP2C19 inhibition - 0.7970 79.70%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8555 85.55%
CYP2C8 inhibition - 0.6145 61.45%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6094 60.94%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9309 93.09%
Skin irritation + 0.6227 62.27%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7091 70.91%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5342 53.42%
skin sensitisation - 0.7435 74.35%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6112 61.12%
Acute Oral Toxicity (c) I 0.5776 57.76%
Estrogen receptor binding + 0.7648 76.48%
Androgen receptor binding + 0.7041 70.41%
Thyroid receptor binding + 0.6607 66.07%
Glucocorticoid receptor binding + 0.7289 72.89%
Aromatase binding + 0.7082 70.82%
PPAR gamma + 0.5922 59.22%
Honey bee toxicity - 0.7664 76.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9900 99.00%

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 97.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.91% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.57% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.35% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.19% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.04% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.95% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.26% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.79% 93.56%
CHEMBL1902 P62942 FK506-binding protein 1A 85.69% 97.05%
CHEMBL1937 Q92769 Histone deacetylase 2 85.23% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.43% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.15% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.56% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL1871 P10275 Androgen Receptor 82.16% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.18% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.91% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.87% 82.69%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.83% 98.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.78% 95.00%

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.
Ibervillea sonorae

Cross-Links

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PubChem 162974639
LOTUS LTS0181082
wikiData Q105263196