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10-Hydroxy-9-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-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]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 6054af56-55a5-478c-9d53-a4e4f4057771
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 10-hydroxy-9-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-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]chrysene-3a-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)C)C)C(=O)O
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)O)C)C)C(=O)O
InChI InChI=1S/C40H56O7/c1-23(2)25-15-18-40(35(44)45)20-19-38(6)26(33(25)40)11-13-31-37(5)22-28(42)34(36(3,4)30(37)16-17-39(31,38)7)47-32(43)14-10-24-9-12-27(41)29(21-24)46-8/h9-10,12,14,21,25-26,28,30-31,33-34,41-42H,1,11,13,15-20,22H2,2-8H3,(H,44,45)
InChI Key PQXUHCMBUXUDTO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O7
Molecular Weight 648.90 g/mol
Exact Mass 648.40260412 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 8.04
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-Hydroxy-9-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-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]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 + 0.9937 99.37%
Caco-2 - 0.8332 83.32%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8028 80.28%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.8668 86.68%
OATP1B3 inhibitior - 0.4794 47.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9059 90.59%
P-glycoprotein inhibitior + 0.7417 74.17%
P-glycoprotein substrate + 0.5994 59.94%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8601 86.01%
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 + 0.8580 85.80%
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 - 0.9937 99.37%
Eye irritation - 0.9238 92.38%
Skin irritation - 0.5728 57.28%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7192 71.92%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7106 71.06%
skin sensitisation - 0.7936 79.36%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9158 91.58%
Acute Oral Toxicity (c) III 0.3814 38.14%
Estrogen receptor binding + 0.7678 76.78%
Androgen receptor binding + 0.7952 79.52%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.7862 78.62%
Aromatase binding + 0.7193 71.93%
PPAR gamma + 0.7299 72.99%
Honey bee toxicity - 0.6683 66.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.58% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.58% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.97% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.97% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.50% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 92.05% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.28% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 91.18% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.72% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 85.96% 92.98%
CHEMBL2581 P07339 Cathepsin D 85.74% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.64% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.01% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.72% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.49% 97.14%
CHEMBL3194 P02766 Transthyretin 83.44% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.30% 91.07%
CHEMBL2535 P11166 Glucose transporter 82.90% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.83% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.28% 95.89%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 82.00% 83.65%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.49% 99.17%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.85% 100.00%
CHEMBL5028 O14672 ADAM10 80.25% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.04% 100.00%

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.
Eucalyptus camaldulensis

Cross-Links

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PubChem 162990901
LOTUS LTS0008858
wikiData Q105213537