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[(1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-10-hydroxy-3a-(hydroxymethyl)-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-(3,4-dihydroxyphenyl)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 fc00967c-1dbb-4fdc-a193-6f94fb0e1c98
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-10-hydroxy-3a-(hydroxymethyl)-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-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)O)C)C)CO
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)C)C)CO
InChI InChI=1S/C39H56O6/c1-23(2)25-14-17-39(22-40)19-18-37(6)26(33(25)39)10-12-31-36(5)21-29(43)34(35(3,4)30(36)15-16-38(31,37)7)45-32(44)13-9-24-8-11-27(41)28(42)20-24/h8-9,11,13,20,25-26,29-31,33-34,40-43H,1,10,12,14-19,21-22H2,2-7H3/b13-9+/t25-,26+,29+,30-,31+,33+,34-,36-,37+,38+,39+/m0/s1
InChI Key GTZFQWLOIJEDDS-JHEUPGEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H56O6
Molecular Weight 620.90 g/mol
Exact Mass 620.40768950 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 9.30
Atomic LogP (AlogP) 7.64
H-Bond Acceptor 6
H-Bond Donor 4
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,9R,10R,11aR,11bR,13aR,13bR)-10-hydroxy-3a-(hydroxymethyl)-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-(3,4-dihydroxyphenyl)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 + 0.9911 99.11%
Caco-2 - 0.8452 84.52%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8866 88.66%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8822 88.22%
OATP1B3 inhibitior + 0.8005 80.05%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7568 75.68%
BSEP inhibitior + 0.8879 88.79%
P-glycoprotein inhibitior + 0.6847 68.47%
P-glycoprotein substrate + 0.5974 59.74%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.6526 65.26%
CYP2C9 inhibition - 0.6285 62.85%
CYP2C19 inhibition - 0.6822 68.22%
CYP2D6 inhibition - 0.8985 89.85%
CYP1A2 inhibition + 0.5434 54.34%
CYP2C8 inhibition + 0.8292 82.92%
CYP inhibitory promiscuity - 0.7904 79.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7025 70.25%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.5943 59.43%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7627 76.27%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8454 84.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8707 87.07%
Acute Oral Toxicity (c) III 0.5819 58.19%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding + 0.8055 80.55%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7071 70.71%
Aromatase binding + 0.7162 71.62%
PPAR gamma + 0.7202 72.02%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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 99.79% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.68% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.55% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.82% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.73% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.62% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.22% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.18% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.29% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.52% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.67% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.49% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.47% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.14% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.94% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.10% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.77% 92.62%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 82.51% 83.65%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.19% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.36% 95.89%
CHEMBL233 P35372 Mu opioid receptor 80.56% 97.93%

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.
Alnus firma
Pycnanthus angolensis

Cross-Links

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PubChem 54585389
NPASS NPC252133
ChEMBL CHEMBL1774776
LOTUS LTS0073838
wikiData Q105279073