(1R,4S,6R,9R,10S,13R,14R)-6-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

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Internal ID cb3e9317-5d5c-4995-90df-9070bd34cb2b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,4S,6R,9R,10S,13R,14R)-6-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical) CC1C2CCC3C4(CCC(C(C4CCC3(C2)C1=O)(C)C)O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@H](C([C@H]4CC[C@]3(C2)C1=O)(C)C)O)C
InChI InChI=1S/C20H32O2/c1-12-13-5-6-15-19(4)9-8-16(21)18(2,3)14(19)7-10-20(15,11-13)17(12)22/h12-16,21H,5-11H2,1-4H3/t12-,13-,14-,15+,16-,19-,20-/m1/s1
InChI Key WVRUDMJRXJVJFM-FHHJTUJKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O2
Molecular Weight 304.50 g/mol
Exact Mass 304.240230259 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,6R,9R,10S,13R,14R)-6-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6853 68.53%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6920 69.20%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.9506 95.06%
OATP1B3 inhibitior + 0.9655 96.55%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7750 77.50%
BSEP inhibitior - 0.5996 59.96%
P-glycoprotein inhibitior - 0.7615 76.15%
P-glycoprotein substrate - 0.8823 88.23%
CYP3A4 substrate + 0.6642 66.42%
CYP2C9 substrate + 0.5319 53.19%
CYP2D6 substrate - 0.7643 76.43%
CYP3A4 inhibition - 0.9003 90.03%
CYP2C9 inhibition - 0.6587 65.87%
CYP2C19 inhibition - 0.8038 80.38%
CYP2D6 inhibition - 0.9666 96.66%
CYP1A2 inhibition - 0.6164 61.64%
CYP2C8 inhibition - 0.9395 93.95%
CYP inhibitory promiscuity - 0.9556 95.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8740 87.40%
Skin irritation + 0.6789 67.89%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7761 77.61%
Micronuclear - 1.0000 100.00%
Hepatotoxicity - 0.7007 70.07%
skin sensitisation - 0.5562 55.62%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7882 78.82%
Acute Oral Toxicity (c) III 0.6853 68.53%
Estrogen receptor binding + 0.8830 88.30%
Androgen receptor binding + 0.5742 57.42%
Thyroid receptor binding + 0.6789 67.89%
Glucocorticoid receptor binding + 0.7638 76.38%
Aromatase binding + 0.5698 56.98%
PPAR gamma - 0.5343 53.43%
Honey bee toxicity - 0.8419 84.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9640 96.40%

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
CHEMBL2581 P07339 Cathepsin D 90.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.03% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.72% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.09% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.85% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.37% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.37% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.14% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.21% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 83.78% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.68% 95.89%

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.
Liochlaena subulata

Cross-Links

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PubChem 14635518
LOTUS LTS0107448
wikiData Q105313704