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[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-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-hydroxyphenyl)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 b7567e6d-aa18-4a39-9f49-60daa0882d37
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-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-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C=O
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(CC2)C)C)(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C)C=O
InChI InChI=1S/C39H54O4/c1-25(2)28-16-21-39(24-40)23-22-37(6)29(34(28)39)13-14-31-36(5)19-18-32(35(3,4)30(36)17-20-38(31,37)7)43-33(42)15-10-26-8-11-27(41)12-9-26/h8-12,15,24,28-32,34,41H,1,13-14,16-23H2,2-7H3/b15-10+/t28-,29+,30-,31+,32-,34+,36-,37+,38+,39+/m0/s1
InChI Key VKDMMNZFFPVATI-LNVBJZNQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O4
Molecular Weight 586.80 g/mol
Exact Mass 586.40221020 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 10.40
Atomic LogP (AlogP) 9.17
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-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-hydroxyphenyl)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 + 0.9952 99.52%
Caco-2 - 0.8192 81.92%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8364 83.64%
OATP2B1 inhibitior - 0.5708 57.08%
OATP1B1 inhibitior + 0.8250 82.50%
OATP1B3 inhibitior - 0.4712 47.12%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9536 95.36%
P-glycoprotein inhibitior + 0.7204 72.04%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7235 72.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7131 71.31%
CYP2C19 inhibition - 0.6703 67.03%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.6065 60.65%
CYP2C8 inhibition + 0.8627 86.27%
CYP inhibitory promiscuity - 0.8697 86.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6267 62.67%
Eye corrosion - 0.9953 99.53%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.5177 51.77%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8411 84.11%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7698 76.98%
skin sensitisation - 0.7014 70.14%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7022 70.22%
Acute Oral Toxicity (c) III 0.5935 59.35%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.8200 82.00%
Thyroid receptor binding + 0.5692 56.92%
Glucocorticoid receptor binding + 0.7818 78.18%
Aromatase binding + 0.7315 73.15%
PPAR gamma + 0.7501 75.01%
Honey bee toxicity - 0.6981 69.81%
Biodegradation - 0.8750 87.50%
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 96.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.21% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.33% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.24% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.13% 92.94%
CHEMBL2581 P07339 Cathepsin D 88.72% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.22% 94.97%
CHEMBL1937 Q92769 Histone deacetylase 2 87.46% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.05% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 86.78% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.52% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.97% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.78% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.64% 89.44%
CHEMBL1951 P21397 Monoamine oxidase A 83.55% 91.49%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.39% 90.93%
CHEMBL340 P08684 Cytochrome P450 3A4 82.43% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.35% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.86% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.19% 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.
Diospyros maritima

Cross-Links

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PubChem 10579234
LOTUS LTS0137973
wikiData Q105287680