1-O-methyl 5-O-[(5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl)methyl] 3-hydroxy-3-methylpentanedioate

Details

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Internal ID 22d9d894-c595-421b-8b20-1c6173bd9826
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 1-O-methyl 5-O-[(5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl)methyl] 3-hydroxy-3-methylpentanedioate
SMILES (Canonical) CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)COC(=O)CC(C)(CC(=O)OC)O)C
SMILES (Isomeric) CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)COC(=O)CC(C)(CC(=O)OC)O)C
InChI InChI=1S/C27H42O5/c1-23-11-7-20-26(4)10-6-9-24(2,19(26)8-12-27(20,17-23)14-13-23)18-32-22(29)16-25(3,30)15-21(28)31-5/h13-14,19-20,30H,6-12,15-18H2,1-5H3
InChI Key ADXDAYOKPFJVMT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O5
Molecular Weight 446.60 g/mol
Exact Mass 446.30322444 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-methyl 5-O-[(5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl)methyl] 3-hydroxy-3-methylpentanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 - 0.5390 53.90%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6933 69.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9457 94.57%
P-glycoprotein inhibitior + 0.6463 64.63%
P-glycoprotein substrate - 0.6520 65.20%
CYP3A4 substrate + 0.6790 67.90%
CYP2C9 substrate - 0.8119 81.19%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8928 89.28%
CYP2C9 inhibition - 0.7770 77.70%
CYP2C19 inhibition - 0.8860 88.60%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.8464 84.64%
CYP2C8 inhibition + 0.5593 55.93%
CYP inhibitory promiscuity - 0.9199 91.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6860 68.60%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9400 94.00%
Skin irritation - 0.7064 70.64%
Skin corrosion - 0.9730 97.30%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7696 76.96%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6726 67.26%
skin sensitisation - 0.8535 85.35%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6281 62.81%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8220 82.20%
Acute Oral Toxicity (c) III 0.5794 57.94%
Estrogen receptor binding + 0.6866 68.66%
Androgen receptor binding + 0.6181 61.81%
Thyroid receptor binding + 0.5701 57.01%
Glucocorticoid receptor binding + 0.7993 79.93%
Aromatase binding + 0.7420 74.20%
PPAR gamma + 0.6533 65.33%
Honey bee toxicity - 0.7811 78.11%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9803 98.03%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.16% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.07% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.96% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.40% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.83% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.68% 82.69%
CHEMBL5028 O14672 ADAM10 87.22% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.72% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.93% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.62% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.89% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.65% 98.95%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 83.21% 89.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.16% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.11% 92.50%

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.
Polycalymma stuartii

Cross-Links

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PubChem 13820263
LOTUS LTS0010206
wikiData Q104909867