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[(1R,3aR,5R,5aR,5bR,7aR,9S,11aS,11bR,12R,13aR,13bS)-9-hydroxy-5-(4-hydroxy-3-methoxybenzoyl)oxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-12-yl] 4-hydroxy-3-methoxybenzoate

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 7044c7a2-c64e-4a86-b653-0b685eb333a7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5R,5aR,5bR,7aR,9S,11aS,11bR,12R,13aR,13bS)-9-hydroxy-5-(4-hydroxy-3-methoxybenzoyl)oxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-12-yl] 4-hydroxy-3-methoxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H62O9/c1-25(2)28-15-18-43(5)24-37(55-41(51)27-12-14-31(48)33(22-27)53-10)46(8)29(38(28)43)23-34(54-40(50)26-11-13-30(47)32(21-26)52-9)39-44(6)19-17-36(49)42(3,4)35(44)16-20-45(39,46)7/h11-14,21-22,28-29,34-39,47-49H,1,15-20,23-24H2,2-10H3/t28-,29+,34+,35-,36-,37+,38-,39+,43+,44-,45+,46-/m0/s1
InChI Key KXJAZRZJROOYLF-DNPRDDARSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H62O9
Molecular Weight 759.00 g/mol
Exact Mass 758.43938355 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 10.90
Atomic LogP (AlogP) 9.12
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5R,5aR,5bR,7aR,9S,11aS,11bR,12R,13aR,13bS)-9-hydroxy-5-(4-hydroxy-3-methoxybenzoyl)oxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-12-yl] 4-hydroxy-3-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.8414 84.14%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8028 80.28%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8615 86.15%
OATP1B3 inhibitior - 0.4156 41.56%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9662 96.62%
P-glycoprotein inhibitior + 0.7991 79.91%
P-glycoprotein substrate + 0.5809 58.09%
CYP3A4 substrate + 0.7411 74.11%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate - 0.7713 77.13%
CYP3A4 inhibition - 0.6356 63.56%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9118 91.18%
CYP1A2 inhibition + 0.7362 73.62%
CYP2C8 inhibition + 0.8728 87.28%
CYP inhibitory promiscuity - 0.8676 86.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6443 64.43%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.6175 61.75%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7386 73.86%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8080 80.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8059 80.59%
Acute Oral Toxicity (c) III 0.3814 38.14%
Estrogen receptor binding + 0.7629 76.29%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.5527 55.27%
Glucocorticoid receptor binding + 0.7691 76.91%
Aromatase binding + 0.6934 69.34%
PPAR gamma + 0.7493 74.93%
Honey bee toxicity - 0.6774 67.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5215 52.15%
Fish aquatic toxicity + 1.0000 100.00%

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 98.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.39% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.91% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.55% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.23% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.91% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.25% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 88.64% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.53% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.76% 90.24%
CHEMBL2535 P11166 Glucose transporter 87.67% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.04% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.22% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.65% 94.00%
CHEMBL3194 P02766 Transthyretin 85.44% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.26% 96.95%
CHEMBL3983 P33981 Dual specificity protein kinase TTK 84.57% 98.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.35% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.27% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.72% 97.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.35% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.13% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.87% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.39% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.94% 97.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.05% 96.90%

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.
Ulmus davidiana var. japonica

Cross-Links

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PubChem 162925198
LOTUS LTS0226997
wikiData Q105147362