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methyl (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate

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 11d14d9a-03b8-4e71-a282-afc8ddc35b9a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name methyl (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate
SMILES (Canonical) CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)OC)OC(=O)C)C)O)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)OC)OC(=O)C)C)O)C
InChI InChI=1S/C32H50O6/c1-18(2)10-9-11-21(29(36)37-8)27-23-16-25(35)28-30(5)14-13-24(34)19(3)22(30)12-15-31(28,6)32(23,7)17-26(27)38-20(4)33/h10,19,22-26,28,34-35H,9,11-17H2,1-8H3/b27-21-/t19-,22-,23-,24+,25+,26-,28-,30-,31-,32-/m0/s1
InChI Key OSTSXXLGJSGZGX-VTDUFRGJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.6712 67.12%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8603 86.03%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior - 0.6137 61.37%
OATP1B3 inhibitior - 0.5203 52.03%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.9841 98.41%
P-glycoprotein inhibitior + 0.8690 86.90%
P-glycoprotein substrate + 0.5603 56.03%
CYP3A4 substrate + 0.7257 72.57%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.7625 76.25%
CYP2C9 inhibition - 0.7962 79.62%
CYP2C19 inhibition - 0.9196 91.96%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.9050 90.50%
CYP2C8 inhibition + 0.4882 48.82%
CYP inhibitory promiscuity - 0.8403 84.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7149 71.49%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9160 91.60%
Skin irritation + 0.5704 57.04%
Skin corrosion - 0.9659 96.59%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3959 39.59%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.8041 80.41%
skin sensitisation - 0.7216 72.16%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7993 79.93%
Acute Oral Toxicity (c) III 0.3877 38.77%
Estrogen receptor binding + 0.7411 74.11%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.5752 57.52%
Glucocorticoid receptor binding + 0.7954 79.54%
Aromatase binding + 0.7498 74.98%
PPAR gamma + 0.6824 68.24%
Honey bee toxicity - 0.6047 60.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9957 99.57%

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 99.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.04% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.37% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.44% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.46% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.66% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.39% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.36% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.90% 82.69%
CHEMBL1914 P06276 Butyrylcholinesterase 87.64% 95.00%
CHEMBL299 P17252 Protein kinase C alpha 86.16% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 85.05% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.87% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 84.56% 95.93%
CHEMBL2581 P07339 Cathepsin D 84.27% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.14% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.01% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.92% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.60% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.62% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.10% 95.89%

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 154720295
LOTUS LTS0264131
wikiData Q105199321