PlantaeDB Logo
Login Sign-up

[(3S,5R,10S,11S,12S,13R,17R)-3,11-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-12-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

Top
Internal ID 162247d2-f1be-44a8-b25b-f434ebcf52d1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(3S,5R,10S,11S,12S,13R,17R)-3,11-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CC=C2C1(C(C(C3=C2CCC4C3(CCC(C4(C)C)O)C)O)OC(=O)C)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC=C2[C@@]1([C@@H]([C@H](C3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)OC(=O)C)C
InChI InChI=1S/C32H50O4/c1-18(2)19(3)10-11-20(4)23-13-14-24-22-12-15-25-30(6,7)26(34)16-17-31(25,8)27(22)28(35)29(32(23,24)9)36-21(5)33/h14,18,20,23,25-26,28-29,34-35H,3,10-13,15-17H2,1-2,4-9H3/t20-,23-,25+,26+,28+,29-,31+,32-/m1/s1
InChI Key PRISCJRLFPNPOU-BJSDWEFESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H50O4
Molecular Weight 498.70 g/mol
Exact Mass 498.37091007 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.77
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,5R,10S,11S,12S,13R,17R)-3,11-dihydroxy-4,4,10,13-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-12-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 - 0.5269 52.69%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior - 0.4157 41.57%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8621 86.21%
P-glycoprotein inhibitior + 0.6326 63.26%
P-glycoprotein substrate - 0.5394 53.94%
CYP3A4 substrate + 0.6825 68.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7543 75.43%
CYP2C9 inhibition - 0.8122 81.22%
CYP2C19 inhibition - 0.8309 83.09%
CYP2D6 inhibition - 0.9406 94.06%
CYP1A2 inhibition - 0.8886 88.86%
CYP2C8 inhibition + 0.5082 50.82%
CYP inhibitory promiscuity - 0.8290 82.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7065 70.65%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9379 93.79%
Skin irritation + 0.6777 67.77%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7381 73.81%
Human Ether-a-go-go-Related Gene inhibition - 0.5165 51.65%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6343 63.43%
skin sensitisation - 0.7537 75.37%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7967 79.67%
Acute Oral Toxicity (c) III 0.5199 51.99%
Estrogen receptor binding + 0.6828 68.28%
Androgen receptor binding + 0.6186 61.86%
Thyroid receptor binding + 0.6101 61.01%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.7073 70.73%
PPAR gamma + 0.5779 57.79%
Honey bee toxicity - 0.6119 61.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.56% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.29% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.40% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.67% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.09% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.83% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.59% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.77% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.19% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.15% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.25% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.25% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 82.04% 98.10%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.81% 82.50%
CHEMBL221 P23219 Cyclooxygenase-1 81.00% 90.17%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.32% 90.24%
CHEMBL5028 O14672 ADAM10 80.11% 97.50%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 14633175
LOTUS LTS0070127
wikiData Q105213731