10,13,18-Trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Details

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Internal ID 68f5cb7e-8f44-4370-8928-76147b38a1d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name 10,13,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
SMILES (Canonical) CC1(C(CCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)OC3OC)O)O)C
SMILES (Isomeric) CC1(C(CCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)OC3OC)O)O)C
InChI InChI=1S/C21H30O6/c1-9-10-5-6-11-20-8-7-12(22)19(2,3)14(20)13(23)17(27-18(20)26-4)21(11,15(9)24)16(10)25/h10-14,16-18,22-23,25H,1,5-8H2,2-4H3
InChI Key ZICFDQGMGPQQGJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O6
Molecular Weight 378.50 g/mol
Exact Mass 378.20423867 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.03
H-Bond Acceptor 6
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 10,13,18-Trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9642 96.42%
Caco-2 - 0.6177 61.77%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7044 70.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8950 89.50%
OATP1B3 inhibitior + 0.8414 84.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior - 0.7546 75.46%
P-glycoprotein inhibitior - 0.7802 78.02%
P-glycoprotein substrate - 0.7798 77.98%
CYP3A4 substrate + 0.6582 65.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8273 82.73%
CYP3A4 inhibition - 0.8119 81.19%
CYP2C9 inhibition - 0.7247 72.47%
CYP2C19 inhibition - 0.6474 64.74%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.6534 65.34%
CYP2C8 inhibition - 0.6465 64.65%
CYP inhibitory promiscuity - 0.9342 93.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6656 66.56%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9274 92.74%
Skin irritation - 0.5442 54.42%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.7123 71.23%
Human Ether-a-go-go-Related Gene inhibition - 0.7181 71.81%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5414 54.14%
skin sensitisation - 0.7810 78.10%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7861 78.61%
Acute Oral Toxicity (c) I 0.3560 35.60%
Estrogen receptor binding + 0.8433 84.33%
Androgen receptor binding + 0.6395 63.95%
Thyroid receptor binding + 0.6874 68.74%
Glucocorticoid receptor binding + 0.7703 77.03%
Aromatase binding + 0.6828 68.28%
PPAR gamma + 0.7506 75.06%
Honey bee toxicity - 0.7664 76.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9683 96.83%

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 97.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.04% 97.25%
CHEMBL204 P00734 Thrombin 88.63% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.61% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.35% 96.61%
CHEMBL2581 P07339 Cathepsin D 87.48% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.38% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.01% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.87% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.13% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 83.06% 83.82%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.66% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.15% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.19% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.09% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.98% 92.62%

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 coetsa

Cross-Links

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PubChem 14396781
LOTUS LTS0143794
wikiData Q105376244