5-(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpentanoic acid

Details

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Internal ID 816ef3ed-7e82-426f-aa48-3e23ee82480f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 5-(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpentanoic acid
SMILES (Canonical) CC(CCC1C(=C)CCC2C1(CCC(C2(C)C)O)C)CC(=O)O
SMILES (Isomeric) CC(CCC1C(=C)CCC2C1(CCC(C2(C)C)O)C)CC(=O)O
InChI InChI=1S/C20H34O3/c1-13(12-18(22)23)6-8-15-14(2)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h13,15-17,21H,2,6-12H2,1,3-5H3,(H,22,23)
InChI Key TWLBDVZPKUPZKE-UHFFFAOYSA-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 4.70
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 2
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 5-(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 + 0.6292 62.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8128 81.28%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.9172 91.72%
OATP1B3 inhibitior + 0.8703 87.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6416 64.16%
P-glycoprotein inhibitior - 0.8266 82.66%
P-glycoprotein substrate - 0.8153 81.53%
CYP3A4 substrate + 0.6353 63.53%
CYP2C9 substrate - 0.8404 84.04%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.6803 68.03%
CYP2C9 inhibition - 0.9015 90.15%
CYP2C19 inhibition - 0.8585 85.85%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.9401 94.01%
CYP2C8 inhibition - 0.8915 89.15%
CYP inhibitory promiscuity - 0.8490 84.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6834 68.34%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.7101 71.01%
Skin irritation + 0.5839 58.39%
Skin corrosion - 0.9611 96.11%
Ames mutagenesis - 0.8337 83.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5287 52.87%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5510 55.10%
skin sensitisation + 0.5693 56.93%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7791 77.91%
Acute Oral Toxicity (c) III 0.6607 66.07%
Estrogen receptor binding + 0.5496 54.96%
Androgen receptor binding + 0.5901 59.01%
Thyroid receptor binding + 0.6478 64.78%
Glucocorticoid receptor binding + 0.7079 70.79%
Aromatase binding - 0.5750 57.50%
PPAR gamma - 0.5574 55.74%
Honey bee toxicity - 0.8658 86.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.27% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.49% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.43% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.72% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.20% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.93% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.75% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.61% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 82.46% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.00% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.48% 96.38%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.17% 89.05%
CHEMBL5028 O14672 ADAM10 81.14% 97.50%

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.
Moldenhawera nutans

Cross-Links

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PubChem 163076340
LOTUS LTS0110790
wikiData Q105265882