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[6-[(10R,14S,17S)-2,16-dihydroxy-3,4,4,9,13,14-hexamethyl-11-oxo-1,2,3,5,6,7,8,10,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2,6-dimethyl-5-oxoheptan-2-yl] acetate

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 df700f58-3455-478f-9576-d495f4b5642e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [6-[(10R,14S,17S)-2,16-dihydroxy-3,4,4,9,13,14-hexamethyl-11-oxo-1,2,3,5,6,7,8,10,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2,6-dimethyl-5-oxoheptan-2-yl] acetate
SMILES (Canonical) CC1C(CC2C(C1(C)C)CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C)C(=O)CCC(C)(C)OC(=O)C)O)C)C)C)O
SMILES (Isomeric) CC1C(C[C@@H]2C(C1(C)C)CCC3C2(C(=O)CC4([C@]3(CC([C@@H]4C(C)(C)C(=O)CCC(C)(C)OC(=O)C)O)C)C)C)O
InChI InChI=1S/C34H56O6/c1-19-23(36)16-22-21(30(19,5)6)12-13-25-32(9)17-24(37)28(33(32,10)18-27(39)34(22,25)11)31(7,8)26(38)14-15-29(3,4)40-20(2)35/h19,21-25,28,36-37H,12-18H2,1-11H3/t19?,21?,22-,23?,24?,25?,28-,32+,33?,34?/m1/s1
InChI Key WAPLCAAPSJRYBF-VRVGCIGGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O6
Molecular Weight 560.80 g/mol
Exact Mass 560.40768950 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[(10R,14S,17S)-2,16-dihydroxy-3,4,4,9,13,14-hexamethyl-11-oxo-1,2,3,5,6,7,8,10,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2,6-dimethyl-5-oxoheptan-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.7254 72.54%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8406 84.06%
OATP2B1 inhibitior - 0.7102 71.02%
OATP1B1 inhibitior + 0.8447 84.47%
OATP1B3 inhibitior + 0.8690 86.90%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7943 79.43%
P-glycoprotein inhibitior + 0.6987 69.87%
P-glycoprotein substrate + 0.5167 51.67%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8334 83.34%
CYP3A4 inhibition - 0.8080 80.80%
CYP2C9 inhibition - 0.9093 90.93%
CYP2C19 inhibition - 0.9555 95.55%
CYP2D6 inhibition - 0.9653 96.53%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.5082 50.82%
CYP inhibitory promiscuity - 0.9312 93.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7616 76.16%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9149 91.49%
Skin irritation + 0.6339 63.39%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5180 51.80%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8229 82.29%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6530 65.30%
Acute Oral Toxicity (c) III 0.6727 67.27%
Estrogen receptor binding + 0.6522 65.22%
Androgen receptor binding + 0.7018 70.18%
Thyroid receptor binding + 0.5774 57.74%
Glucocorticoid receptor binding + 0.7543 75.43%
Aromatase binding + 0.7443 74.43%
PPAR gamma + 0.6167 61.67%
Honey bee toxicity - 0.6172 61.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9924 99.24%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.57% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.06% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.22% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 92.22% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.77% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 89.26% 97.05%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.33% 96.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.45% 97.53%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.90% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.20% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.54% 90.08%
CHEMBL299 P17252 Protein kinase C alpha 82.09% 98.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.94% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.57% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.51% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.35% 89.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.65% 85.31%
CHEMBL340 P08684 Cytochrome P450 3A4 80.39% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.36% 95.56%

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.
Hintonia latiflora

Cross-Links

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PubChem 163190827
LOTUS LTS0168188
wikiData Q103815865