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(1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

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 5d87a064-b8e8-4e2c-99cb-e70e829b57c3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C(=O)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)CO)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)C(=O)O
InChI InChI=1S/C39H54O7/c1-23(2)25-13-18-39(34(44)45)20-19-37(5)26(33(25)39)9-11-30-35(3)16-15-31(36(4,22-40)29(35)14-17-38(30,37)6)46-32(43)12-8-24-7-10-27(41)28(42)21-24/h7-8,10,12,21,25-26,29-31,33,40-42H,1,9,11,13-20,22H2,2-6H3,(H,44,45)/b12-8+/t25-,26+,29+,30+,31-,33+,35-,36-,37+,38+,39-/m0/s1
InChI Key SAYWOIZAPMGEFK-CODPKKIVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O7
Molecular Weight 634.80 g/mol
Exact Mass 634.38695406 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.74
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.8435 84.35%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8787 87.87%
OATP2B1 inhibitior - 0.5676 56.76%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.7948 79.48%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.9038 90.38%
P-glycoprotein inhibitior + 0.7012 70.12%
P-glycoprotein substrate + 0.5274 52.74%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.7439 74.39%
CYP2C9 inhibition - 0.7402 74.02%
CYP2C19 inhibition - 0.7377 73.77%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition + 0.6193 61.93%
CYP2C8 inhibition + 0.8486 84.86%
CYP inhibitory promiscuity - 0.8630 86.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6806 68.06%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.5877 58.77%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7307 73.07%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7059 70.59%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8472 84.72%
Acute Oral Toxicity (c) III 0.5063 50.63%
Estrogen receptor binding + 0.7935 79.35%
Androgen receptor binding + 0.8257 82.57%
Thyroid receptor binding - 0.5148 51.48%
Glucocorticoid receptor binding + 0.7466 74.66%
Aromatase binding + 0.7265 72.65%
PPAR gamma + 0.7251 72.51%
Honey bee toxicity - 0.7341 73.41%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.03% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.16% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.72% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.22% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.98% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.97% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.16% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.11% 95.89%
CHEMBL233 P35372 Mu opioid receptor 86.97% 97.93%
CHEMBL4040 P28482 MAP kinase ERK2 86.36% 83.82%
CHEMBL2581 P07339 Cathepsin D 86.10% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.07% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.68% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 84.35% 91.49%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.83% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.42% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.94% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.45% 100.00%
CHEMBL5028 O14672 ADAM10 81.12% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.56% 92.62%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.35% 80.78%

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.
Betula pubescens

Cross-Links

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PubChem 101676211
LOTUS LTS0260033
wikiData Q105249240