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methyl (1R,2R,5R,8R,9R,10S,13S,14S,15S,16R,18R)-15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5-carboxylate

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 b30c6d95-121d-4c1d-bbe2-d99540aa06be
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1R,2R,5R,8R,9R,10S,13S,14S,15S,16R,18R)-15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5-carboxylate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(C(C(C5(C)C)O)C=O)C)C)C(=O)OC
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@@H]([C@H](C5(C)C)O)C=O)C)C)C(=O)OC
InChI InChI=1S/C31H48O4/c1-18(2)19-11-14-31(26(34)35-8)16-15-28(5)20(24(19)31)9-10-23-29(28,6)13-12-22-27(3,4)25(33)21(17-32)30(22,23)7/h17,19-25,33H,1,9-16H2,2-8H3/t19-,20-,21+,22-,23+,24+,25+,28+,29+,30+,31+/m0/s1
InChI Key VNQNQJNGBWCRSN-BBRVDPAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O4
Molecular Weight 484.70 g/mol
Exact Mass 484.35526001 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 7.80
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,5R,8R,9R,10S,13S,14S,15S,16R,18R)-15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 - 0.6081 60.81%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7914 79.14%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8660 86.60%
OATP1B3 inhibitior - 0.4165 41.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8327 83.27%
P-glycoprotein inhibitior - 0.5521 55.21%
P-glycoprotein substrate - 0.6082 60.82%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition - 0.7664 76.64%
CYP2C9 inhibition - 0.6714 67.14%
CYP2C19 inhibition - 0.8127 81.27%
CYP2D6 inhibition - 0.9501 95.01%
CYP1A2 inhibition + 0.5336 53.36%
CYP2C8 inhibition + 0.6497 64.97%
CYP inhibitory promiscuity - 0.8770 87.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9320 93.20%
Carcinogenicity (trinary) Non-required 0.6341 63.41%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9235 92.35%
Skin irritation + 0.5355 53.55%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6264 62.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4518 45.18%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7306 73.06%
skin sensitisation - 0.6685 66.85%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4180 41.80%
Estrogen receptor binding + 0.7780 77.80%
Androgen receptor binding + 0.7594 75.94%
Thyroid receptor binding + 0.6083 60.83%
Glucocorticoid receptor binding + 0.7701 77.01%
Aromatase binding + 0.7272 72.72%
PPAR gamma + 0.6201 62.01%
Honey bee toxicity - 0.5926 59.26%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5300 53.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.49% 91.19%
CHEMBL233 P35372 Mu opioid receptor 90.59% 97.93%
CHEMBL2581 P07339 Cathepsin D 89.79% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.01% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.28% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 83.53% 83.82%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.09% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.07% 100.00%
CHEMBL5028 O14672 ADAM10 83.03% 97.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.79% 92.88%
CHEMBL4072 P07858 Cathepsin B 82.55% 93.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.26% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.08% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.88% 97.14%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.79% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.66% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%
CHEMBL1871 P10275 Androgen Receptor 80.03% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.02% 94.33%

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.
Frangula granulosa

Cross-Links

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PubChem 163050079
LOTUS LTS0016801
wikiData Q105289855