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2,16-dihydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

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 57068de8-d83b-46ef-81d7-3acff9e3039b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name 2,16-dihydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical) CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)O)C)C)C5(CCC(O5)C(C)(C)O)C)O)C)C
SMILES (Isomeric) CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2CC(C1=O)O)C)C)C5(CCC(O5)C(C)(C)O)C)O)C)C
InChI InChI=1S/C30H46O6/c1-25(2)16-9-10-20-27(5)14-19(32)23(29(7)12-11-22(36-29)26(3,4)35)28(27,6)15-21(33)30(20,8)17(16)13-18(31)24(25)34/h9,17-20,22-23,31-32,35H,10-15H2,1-8H3
InChI Key CJIWNJPEALLXIX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O6
Molecular Weight 502.70 g/mol
Exact Mass 502.32943918 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.99
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,16-dihydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.6416 64.16%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8203 82.03%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8783 87.83%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5885 58.85%
BSEP inhibitior - 0.6066 60.66%
P-glycoprotein inhibitior - 0.4544 45.44%
P-glycoprotein substrate - 0.6054 60.54%
CYP3A4 substrate + 0.7089 70.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8031 80.31%
CYP3A4 inhibition - 0.6701 67.01%
CYP2C9 inhibition - 0.8014 80.14%
CYP2C19 inhibition - 0.8194 81.94%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8229 82.29%
CYP2C8 inhibition + 0.4917 49.17%
CYP inhibitory promiscuity - 0.8816 88.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4594 45.94%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9468 94.68%
Skin irritation + 0.5658 56.58%
Skin corrosion - 0.9164 91.64%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3794 37.94%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5212 52.12%
skin sensitisation - 0.8132 81.32%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6671 66.71%
Acute Oral Toxicity (c) I 0.7055 70.55%
Estrogen receptor binding + 0.7245 72.45%
Androgen receptor binding + 0.7353 73.53%
Thyroid receptor binding + 0.7063 70.63%
Glucocorticoid receptor binding + 0.8207 82.07%
Aromatase binding + 0.7873 78.73%
PPAR gamma + 0.5396 53.96%
Honey bee toxicity - 0.8251 82.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9915 99.15%

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 97.22% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.04% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.42% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.16% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.99% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.80% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.08% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.22% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.87% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.47% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.45% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.95% 82.69%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 85.40% 98.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.33% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.81% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.53% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.31% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.18% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.88% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.16% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 80.09% 95.38%

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 162852413
LOTUS LTS0227420
wikiData Q104961201