(1R,4S,5S,6R,9R,10S,12S,13R)-6,12-dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

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Internal ID ef362965-20c1-4aba-b7bb-2f46273c2c26
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,4S,5S,6R,9R,10S,12S,13R)-6,12-dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical) CC12CCC(C(C1CCC34C2CC(C(C3)C(=C)C4=O)O)(C)CO)O
SMILES (Isomeric) C[C@@]12CC[C@H]([C@]([C@H]1CC[C@]34[C@H]2C[C@@H]([C@H](C3)C(=C)C4=O)O)(C)CO)O
InChI InChI=1S/C20H30O4/c1-11-12-9-20(17(11)24)7-4-14-18(2,15(20)8-13(12)22)6-5-16(23)19(14,3)10-21/h12-16,21-23H,1,4-10H2,2-3H3/t12-,13+,14+,15+,16-,18-,19-,20-/m1/s1
InChI Key YYNFNCPHITUVRP-OBUMVCGPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O4
Molecular Weight 334.40 g/mol
Exact Mass 334.21440943 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 4
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 (1R,4S,5S,6R,9R,10S,12S,13R)-6,12-dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[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 + 0.9847 98.47%
Caco-2 + 0.5202 52.02%
Blood Brain Barrier + 0.6738 67.38%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5657 56.57%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.9096 90.96%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5308 53.08%
BSEP inhibitior - 0.6567 65.67%
P-glycoprotein inhibitior - 0.8150 81.50%
P-glycoprotein substrate - 0.7802 78.02%
CYP3A4 substrate + 0.6893 68.93%
CYP2C9 substrate - 0.8155 81.55%
CYP2D6 substrate - 0.8081 80.81%
CYP3A4 inhibition - 0.8801 88.01%
CYP2C9 inhibition - 0.8028 80.28%
CYP2C19 inhibition - 0.8769 87.69%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.8833 88.33%
CYP2C8 inhibition - 0.7470 74.70%
CYP inhibitory promiscuity - 0.8594 85.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7035 70.35%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8719 87.19%
Skin irritation - 0.5366 53.66%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5767 57.67%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.7209 72.09%
skin sensitisation - 0.8668 86.68%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5970 59.70%
Acute Oral Toxicity (c) III 0.5655 56.55%
Estrogen receptor binding + 0.8378 83.78%
Androgen receptor binding + 0.6221 62.21%
Thyroid receptor binding + 0.7193 71.93%
Glucocorticoid receptor binding + 0.8335 83.35%
Aromatase binding + 0.7039 70.39%
PPAR gamma - 0.5217 52.17%
Honey bee toxicity - 0.7941 79.41%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9891 98.91%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.71% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.65% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.48% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.52% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.72% 93.04%
CHEMBL1871 P10275 Androgen Receptor 85.45% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.95% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.41% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 83.99% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.78% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.97% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.56% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.68% 95.50%

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.
Isodon wikstroemioides

Cross-Links

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PubChem 90670213
NPASS NPC174619
ChEMBL CHEMBL3233971
LOTUS LTS0076463
wikiData Q105368774