14-(Hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

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Internal ID ebec4ca2-8a49-4eb1-9bd8-f39527033136
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name 14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)C(C4)CO)(C)C(=O)O
SMILES (Isomeric) CC12CCCC(C1CCC34C2CCC(C3)C(C4)CO)(C)C(=O)O
InChI InChI=1S/C20H32O3/c1-18-7-3-8-19(2,17(22)23)15(18)6-9-20-10-13(4-5-16(18)20)14(11-20)12-21/h13-16,21H,3-12H2,1-2H3,(H,22,23)
InChI Key HHAMKMUMKLXDFQ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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52645-97-3
Compound NP-015258
NCIOpen2_009956
AKOS040738782
CID 260658
14-(Hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

2D Structure

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2D Structure of 14-(Hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-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 + 0.9898 98.98%
Caco-2 + 0.6087 60.87%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5934 59.34%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5916 59.16%
BSEP inhibitior - 0.5092 50.92%
P-glycoprotein inhibitior - 0.8488 84.88%
P-glycoprotein substrate - 0.7674 76.74%
CYP3A4 substrate + 0.6024 60.24%
CYP2C9 substrate - 0.6056 60.56%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.8969 89.69%
CYP2C9 inhibition - 0.6171 61.71%
CYP2C19 inhibition - 0.8496 84.96%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.7283 72.83%
CYP2C8 inhibition - 0.8213 82.13%
CYP inhibitory promiscuity - 0.8768 87.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6737 67.37%
Eye corrosion - 0.9643 96.43%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.8778 87.78%
Skin corrosion - 0.9836 98.36%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6642 66.42%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.7335 73.35%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6530 65.30%
Acute Oral Toxicity (c) III 0.6807 68.07%
Estrogen receptor binding + 0.8103 81.03%
Androgen receptor binding - 0.4926 49.26%
Thyroid receptor binding + 0.6117 61.17%
Glucocorticoid receptor binding + 0.6841 68.41%
Aromatase binding + 0.6366 63.66%
PPAR gamma - 0.5093 50.93%
Honey bee toxicity - 0.9121 91.21%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.54% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.76% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.22% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.84% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.67% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.17% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.06% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.62% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 81.49% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.32% 91.19%
CHEMBL268 P43235 Cathepsin K 80.82% 96.85%

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.
Annona cherimola
Annona squamosa
Bruguiera gymnorhiza
Tripterygium wilfordii
Xenophyllum ciliolatum

Cross-Links

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PubChem 3956539
LOTUS LTS0033819
wikiData Q105028127