(1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde

Details

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Internal ID c0a2054a-5924-412d-9e60-40c3c12f7339
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde
SMILES (Canonical) CC(=CCO)CCC1C2(CCCC(C2CCC1(C)O)(C)C=O)C
SMILES (Isomeric) C/C(=C\CO)/CC[C@H]1[C@@]2(CCC[C@]([C@H]2CC[C@]1(C)O)(C)C=O)C
InChI InChI=1S/C20H34O3/c1-15(9-13-21)6-7-17-19(3)11-5-10-18(2,14-22)16(19)8-12-20(17,4)23/h9,14,16-17,21,23H,5-8,10-13H2,1-4H3/b15-9+/t16-,17+,18-,19-,20+/m1/s1
InChI Key CQAZVEHOHSEEFJ-OXEKIJAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H34O3
Molecular Weight 322.50 g/mol
Exact Mass 322.25079494 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 + 0.7266 72.66%
Blood Brain Barrier + 0.5135 51.35%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7864 78.64%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8331 83.31%
OATP1B3 inhibitior + 0.9664 96.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.7158 71.58%
BSEP inhibitior + 0.7812 78.12%
P-glycoprotein inhibitior - 0.7421 74.21%
P-glycoprotein substrate - 0.8268 82.68%
CYP3A4 substrate + 0.6035 60.35%
CYP2C9 substrate - 0.5618 56.18%
CYP2D6 substrate - 0.7873 78.73%
CYP3A4 inhibition - 0.5090 50.90%
CYP2C9 inhibition - 0.8352 83.52%
CYP2C19 inhibition - 0.8965 89.65%
CYP2D6 inhibition - 0.9196 91.96%
CYP1A2 inhibition - 0.8731 87.31%
CYP2C8 inhibition - 0.7786 77.86%
CYP inhibitory promiscuity - 0.8216 82.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6278 62.78%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.8921 89.21%
Skin irritation - 0.5801 58.01%
Skin corrosion - 0.9770 97.70%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6954 69.54%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.8327 83.27%
skin sensitisation - 0.7491 74.91%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6381 63.81%
Acute Oral Toxicity (c) III 0.7847 78.47%
Estrogen receptor binding + 0.8448 84.48%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.6975 69.75%
Glucocorticoid receptor binding + 0.7233 72.33%
Aromatase binding + 0.6103 61.03%
PPAR gamma + 0.7312 73.12%
Honey bee toxicity - 0.9125 91.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9747 97.47%

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
CHEMBL4040 P28482 MAP kinase ERK2 94.55% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.35% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.20% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.88% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.74% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.23% 91.24%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.01% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.75% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.08% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.77% 97.09%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.73% 97.50%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 81.22% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.88% 95.89%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.30% 86.67%
CHEMBL2581 P07339 Cathepsin D 80.28% 98.95%
CHEMBL233 P35372 Mu opioid receptor 80.28% 97.93%
CHEMBL340 P08684 Cytochrome P450 3A4 80.24% 91.19%

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.
Olearia teretifolia

Cross-Links

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PubChem 163014076
LOTUS LTS0218872
wikiData Q104967882