PlantaeDB Logo
Login Sign-up

[(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aS,11bR,12R,13aR,13bS)-12-acetyloxy-7,9-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate

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 41cc373f-374d-4ecb-9ce7-265c708e0114
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aS,11bR,12R,13aR,13bS)-12-acetyloxy-7,9-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate
SMILES (Canonical) CC(=C)C1CCC2(C1CCC3(C2CC(C4C3(C(C(C5C4(CCC(C5=C)O)C)O)OC(=O)C6=CC=CC=C6)C)OC(=O)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3([C@H]([C@H]([C@@H]5[C@@]4(CC[C@@H](C5=C)O)C)O)OC(=O)C6=CC=CC=C6)C)OC(=O)C)C)C
InChI InChI=1S/C38H52O6/c1-21(2)25-14-17-35(5)26(25)15-19-37(7)29(35)20-28(43-23(4)39)32-36(6)18-16-27(40)22(3)30(36)31(41)33(38(32,37)8)44-34(42)24-12-10-9-11-13-24/h9-13,25-33,40-41H,1,3,14-20H2,2,4-8H3/t25-,26-,27-,28+,29+,30+,31-,32+,33-,35-,36-,37+,38-/m0/s1
InChI Key QLDNSKKNNPBZAH-GTHYDXFOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C38H52O6
Molecular Weight 604.80 g/mol
Exact Mass 604.37638937 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.90
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aS,11bR,12R,13aR,13bS)-12-acetyloxy-7,9-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.8322 83.22%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8107 81.07%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.8411 84.11%
OATP1B3 inhibitior - 0.3975 39.75%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.9058 90.58%
P-glycoprotein inhibitior + 0.6806 68.06%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8532 85.32%
CYP3A4 inhibition - 0.6409 64.09%
CYP2C9 inhibition - 0.8359 83.59%
CYP2C19 inhibition - 0.7899 78.99%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.6926 69.26%
CYP2C8 inhibition + 0.8117 81.17%
CYP inhibitory promiscuity - 0.9117 91.17%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6350 63.50%
Eye corrosion - 0.9954 99.54%
Eye irritation - 0.9201 92.01%
Skin irritation + 0.6477 64.77%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7356 73.56%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7980 79.80%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.5944 59.44%
Acute Oral Toxicity (c) III 0.4195 41.95%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.7362 73.62%
Thyroid receptor binding + 0.5257 52.57%
Glucocorticoid receptor binding + 0.7128 71.28%
Aromatase binding + 0.7124 71.24%
PPAR gamma + 0.7197 71.97%
Honey bee toxicity - 0.7622 76.22%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 99.04% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.25% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.71% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.48% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.14% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.10% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.90% 82.69%
CHEMBL2535 P11166 Glucose transporter 88.67% 98.75%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 88.13% 92.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.54% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.09% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.99% 100.00%
CHEMBL5028 O14672 ADAM10 86.71% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.37% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.30% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.72% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.95% 97.79%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.62% 81.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.27% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.82% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.54% 93.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.15% 100.00%

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.
Eurycorymbus cavaleriei

Cross-Links

Top
PubChem 50900110
LOTUS LTS0246925
wikiData Q105223494