(4bS,5R,8aS)-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,5-diol

Details

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Internal ID 69a66551-c382-42e4-87c4-b8a7e3812056
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4bS,5R,8aS)-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,5-diol
SMILES (Canonical) CC1(CCC(C2(C1CCC3=C2C=CC(=C3O)OC)C)O)C
SMILES (Isomeric) C[C@]12[C@@H](CCC3=C1C=CC(=C3O)OC)C(CC[C@H]2O)(C)C
InChI InChI=1S/C18H26O3/c1-17(2)10-9-15(19)18(3)12-6-7-13(21-4)16(20)11(12)5-8-14(17)18/h6-7,14-15,19-20H,5,8-10H2,1-4H3/t14-,15+,18+/m0/s1
InChI Key USWOBFRMBPUEGJ-HDMKZQKVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H26O3
Molecular Weight 290.40 g/mol
Exact Mass 290.18819469 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4bS,5R,8aS)-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9969 99.69%
Caco-2 + 0.9016 90.16%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8411 84.11%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.9276 92.76%
OATP1B3 inhibitior + 0.9286 92.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7940 79.40%
P-glycoprotein inhibitior - 0.9290 92.90%
P-glycoprotein substrate - 0.7501 75.01%
CYP3A4 substrate + 0.6520 65.20%
CYP2C9 substrate - 0.5115 51.15%
CYP2D6 substrate + 0.4947 49.47%
CYP3A4 inhibition - 0.7293 72.93%
CYP2C9 inhibition - 0.8148 81.48%
CYP2C19 inhibition - 0.7671 76.71%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition + 0.8397 83.97%
CYP2C8 inhibition + 0.6033 60.33%
CYP inhibitory promiscuity - 0.8847 88.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.7418 74.18%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6518 65.18%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8168 81.68%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7768 77.68%
Acute Oral Toxicity (c) III 0.6077 60.77%
Estrogen receptor binding + 0.6064 60.64%
Androgen receptor binding - 0.5405 54.05%
Thyroid receptor binding + 0.7606 76.06%
Glucocorticoid receptor binding - 0.4793 47.93%
Aromatase binding + 0.6118 61.18%
PPAR gamma + 0.7878 78.78%
Honey bee toxicity - 0.8517 85.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5951 59.51%
Fish aquatic toxicity + 0.9829 98.29%

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 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.51% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.82% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.96% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.85% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.42% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.37% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.46% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.29% 89.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.53% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.96% 95.56%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 83.12% 91.79%
CHEMBL1937 Q92769 Histone deacetylase 2 82.34% 94.75%

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.
Taiwania cryptomerioides

Cross-Links

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PubChem 10565449
LOTUS LTS0215540
wikiData Q105278545