3-Ethenyl-8,10-dihydroxy-3,4a,7,7,10a-pentamethyl-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-5-one

Details

Top
Internal ID bd221105-796a-4a31-90ec-8a298c61ec8e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-ethenyl-8,10-dihydroxy-3,4a,7,7,10a-pentamethyl-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-5-one
SMILES (Canonical) CC1(C(CC(C2(C1CC(=O)C3(C2CCC(O3)(C)C=C)C)C)O)O)C
SMILES (Isomeric) CC1(C(CC(C2(C1CC(=O)C3(C2CCC(O3)(C)C=C)C)C)O)O)C
InChI InChI=1S/C20H32O4/c1-7-18(4)9-8-12-19(5)13(10-16(23)20(12,6)24-18)17(2,3)14(21)11-15(19)22/h7,12-15,21-22H,1,8-11H2,2-6H3
InChI Key MJEYWQXRZCYJNO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H32O4
Molecular Weight 336.50 g/mol
Exact Mass 336.23005950 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-Ethenyl-8,10-dihydroxy-3,4a,7,7,10a-pentamethyl-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9327 93.27%
Caco-2 + 0.5178 51.78%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5013 50.13%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.8672 86.72%
OATP1B3 inhibitior + 0.9682 96.82%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5664 56.64%
P-glycoprotein inhibitior - 0.7959 79.59%
P-glycoprotein substrate - 0.8874 88.74%
CYP3A4 substrate + 0.6326 63.26%
CYP2C9 substrate - 0.8273 82.73%
CYP2D6 substrate - 0.7726 77.26%
CYP3A4 inhibition + 0.6015 60.15%
CYP2C9 inhibition - 0.9125 91.25%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.7149 71.49%
CYP2C8 inhibition - 0.7892 78.92%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6837 68.37%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8943 89.43%
Skin irritation + 0.5062 50.62%
Skin corrosion - 0.8757 87.57%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3932 39.32%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5959 59.59%
skin sensitisation - 0.7247 72.47%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6535 65.35%
Acute Oral Toxicity (c) III 0.7154 71.54%
Estrogen receptor binding + 0.7557 75.57%
Androgen receptor binding - 0.4896 48.96%
Thyroid receptor binding + 0.6584 65.84%
Glucocorticoid receptor binding + 0.8221 82.21%
Aromatase binding + 0.7613 76.13%
PPAR gamma + 0.5530 55.30%
Honey bee toxicity - 0.7580 75.80%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9046 90.46%

Targets

Top

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 94.61% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 89.63% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.32% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.56% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.53% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 84.79% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.61% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.56% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.00% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 80.56% 97.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.25% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 80.20% 91.19%

Plants that contains it

Top
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.
Helichrysum ambiguum

Cross-Links

Top
PubChem 14262706
LOTUS LTS0259110
wikiData Q105165373