2,16-Dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

Details

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Internal ID 4ce58670-1e2d-4ebe-a48e-d7bd77019a15
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name 2,16-dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione
SMILES (Canonical) CC12CCC(=O)C(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)(C)CO
SMILES (Isomeric) CC12CCC(=O)C(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)(C)CO
InChI InChI=1S/C20H28O5/c1-10-11-4-5-12-18(2)7-6-14(22)19(3,9-21)13(18)8-15(23)20(12,16(10)24)17(11)25/h11-13,15,17,21,23,25H,1,4-9H2,2-3H3
InChI Key UNAZBQRCZDDMIQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,16-Dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9794 97.94%
Caco-2 + 0.4896 48.96%
Blood Brain Barrier + 0.6988 69.88%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6648 66.48%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.9534 95.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5764 57.64%
BSEP inhibitior - 0.7593 75.93%
P-glycoprotein inhibitior - 0.8093 80.93%
P-glycoprotein substrate - 0.8243 82.43%
CYP3A4 substrate + 0.6244 62.44%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8391 83.91%
CYP3A4 inhibition - 0.8496 84.96%
CYP2C9 inhibition - 0.8102 81.02%
CYP2C19 inhibition - 0.9075 90.75%
CYP2D6 inhibition - 0.9321 93.21%
CYP1A2 inhibition - 0.9138 91.38%
CYP2C8 inhibition - 0.7225 72.25%
CYP inhibitory promiscuity - 0.8934 89.34%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7292 72.92%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.5178 51.78%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5960 59.60%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7108 71.08%
skin sensitisation - 0.8907 89.07%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6966 69.66%
Acute Oral Toxicity (c) III 0.5911 59.11%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding + 0.5937 59.37%
Thyroid receptor binding + 0.6675 66.75%
Glucocorticoid receptor binding + 0.8058 80.58%
Aromatase binding + 0.6493 64.93%
PPAR gamma + 0.6129 61.29%
Honey bee toxicity - 0.8522 85.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9923 99.23%

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 97.13% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.65% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.04% 96.38%
CHEMBL2581 P07339 Cathepsin D 87.87% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 85.31% 98.03%
CHEMBL1937 Q92769 Histone deacetylase 2 84.85% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.81% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.41% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.90% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.01% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 82.94% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.65% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.58% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.00% 96.09%

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.
Isodon excisoides

Cross-Links

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PubChem 72820836
LOTUS LTS0151480
wikiData Q105275883