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[(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-4-hydroxy-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-9-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-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 74a649b9-59c6-4f6e-919d-9e0f95db1095
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-4-hydroxy-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-9-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(C[C@@H]2O)C)C)(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C
InChI InChI=1S/C40H58O5/c1-24(2)26-16-19-38(6)32(42)23-40(8)27(35(26)38)12-14-31-37(5)20-18-33(36(3,4)30(37)17-21-39(31,40)7)45-34(43)15-11-25-10-13-28(41)29(22-25)44-9/h10-11,13,15,22,26-27,30-33,35,41-42H,1,12,14,16-21,23H2,2-9H3/b15-11+/t26-,27+,30-,31+,32-,33-,35+,37-,38+,39+,40+/m0/s1
InChI Key VTXNMTBJJJVGHJ-CJINECEASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O5
Molecular Weight 618.90 g/mol
Exact Mass 618.42842495 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 10.60
Atomic LogP (AlogP) 8.97
H-Bond Acceptor 5
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 [(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-4-hydroxy-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-9-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.8190 81.90%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8071 80.71%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior + 0.8677 86.77%
OATP1B3 inhibitior - 0.4086 40.86%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9683 96.83%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate - 0.5127 51.27%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8440 84.40%
CYP3A4 inhibition - 0.6379 63.79%
CYP2C9 inhibition + 0.5511 55.11%
CYP2C19 inhibition + 0.6106 61.06%
CYP2D6 inhibition - 0.9002 90.02%
CYP1A2 inhibition + 0.7878 78.78%
CYP2C8 inhibition + 0.8650 86.50%
CYP inhibitory promiscuity - 0.8118 81.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6266 62.66%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7495 74.95%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7061 70.61%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9465 94.65%
Acute Oral Toxicity (c) III 0.3880 38.80%
Estrogen receptor binding + 0.7454 74.54%
Androgen receptor binding + 0.8076 80.76%
Thyroid receptor binding + 0.5259 52.59%
Glucocorticoid receptor binding + 0.7424 74.24%
Aromatase binding + 0.7418 74.18%
PPAR gamma + 0.7320 73.20%
Honey bee toxicity - 0.6882 68.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.86% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.92% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.30% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.25% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 91.76% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.56% 89.00%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 87.86% 83.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.38% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 87.27% 91.19%
CHEMBL3194 P02766 Transthyretin 87.26% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.61% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.74% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.00% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.89% 97.14%
CHEMBL4040 P28482 MAP kinase ERK2 83.74% 83.82%
CHEMBL2581 P07339 Cathepsin D 82.71% 98.95%
CHEMBL2535 P11166 Glucose transporter 82.20% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.20% 89.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.99% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.57% 96.95%
CHEMBL5028 O14672 ADAM10 81.54% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.15% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.05% 95.89%

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.
Panax ginseng

Cross-Links

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PubChem 5317345
LOTUS LTS0224531
wikiData Q105293071