[(1S,4S,4aS,8aS)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] acetate

Details

Top
Internal ID f4a29911-9d56-4ef4-a814-5246dbfb0872
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
IUPAC Name [(1S,4S,4aS,8aS)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] acetate
SMILES (Canonical) CC(=O)OC1C=C(C(C2(C1C(CCC2)(C)C)C)(C=O)O)C=O
SMILES (Isomeric) CC(=O)O[C@H]1C=C([C@@]([C@@]2([C@@H]1C(CCC2)(C)C)C)(C=O)O)C=O
InChI InChI=1S/C17H24O5/c1-11(20)22-13-8-12(9-18)17(21,10-19)16(4)7-5-6-15(2,3)14(13)16/h8-10,13-14,21H,5-7H2,1-4H3/t13-,14-,16-,17+/m0/s1
InChI Key UKLMEFSRPRDOLD-NXNVCVFFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H24O5
Molecular Weight 308.40 g/mol
Exact Mass 308.16237386 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,4S,4aS,8aS)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 + 0.6291 62.91%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8348 83.48%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8052 80.52%
OATP1B3 inhibitior - 0.3561 35.61%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior - 0.8681 86.81%
P-glycoprotein inhibitior - 0.8787 87.87%
P-glycoprotein substrate - 0.8481 84.81%
CYP3A4 substrate + 0.5954 59.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9111 91.11%
CYP3A4 inhibition - 0.8874 88.74%
CYP2C9 inhibition - 0.7174 71.74%
CYP2C19 inhibition - 0.7650 76.50%
CYP2D6 inhibition - 0.9294 92.94%
CYP1A2 inhibition - 0.6188 61.88%
CYP2C8 inhibition - 0.6838 68.38%
CYP inhibitory promiscuity - 0.9130 91.30%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.5959 59.59%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9636 96.36%
Skin irritation + 0.5306 53.06%
Skin corrosion - 0.9446 94.46%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6601 66.01%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5760 57.60%
skin sensitisation - 0.5297 52.97%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6305 63.05%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding - 0.5258 52.58%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.5520 55.20%
Aromatase binding + 0.5620 56.20%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8563 85.63%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6455 64.55%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.30% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.01% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.20% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.98% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.75% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.38% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.58% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.00% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.85% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.69% 86.33%

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.
Cinnamodendron dinisii
Cinnamosma macrocarpa
Pleodendron costaricense
Warburgia ugandensis

Cross-Links

Top
PubChem 12303259
LOTUS LTS0178402
wikiData Q105274656