4-Hydroxy-5-(hydroxymethyl)-8-(6-methylhept-5-en-2-yl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

Details

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Internal ID 3e63aea1-f9cf-49ad-a2b6-03a45c3e3f07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name 4-hydroxy-5-(hydroxymethyl)-8-(6-methylhept-5-en-2-yl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid
SMILES (Canonical) CC(CCC=C(C)C)C1CCC(C2=C1C=C(C=C2O)C(=O)O)CO
SMILES (Isomeric) CC(CCC=C(C)C)C1CCC(C2=C1C=C(C=C2O)C(=O)O)CO
InChI InChI=1S/C20H28O4/c1-12(2)5-4-6-13(3)16-8-7-14(11-21)19-17(16)9-15(20(23)24)10-18(19)22/h5,9-10,13-14,16,21-22H,4,6-8,11H2,1-3H3,(H,23,24)
InChI Key WPAIYQYGYZEDNV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Hydroxy-5-(hydroxymethyl)-8-(6-methylhept-5-en-2-yl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9951 99.51%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8813 88.13%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8891 88.91%
OATP1B3 inhibitior - 0.2267 22.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5671 56.71%
P-glycoprotein inhibitior - 0.8263 82.63%
P-glycoprotein substrate - 0.6539 65.39%
CYP3A4 substrate + 0.5141 51.41%
CYP2C9 substrate - 0.6141 61.41%
CYP2D6 substrate - 0.8606 86.06%
CYP3A4 inhibition + 0.5979 59.79%
CYP2C9 inhibition - 0.5274 52.74%
CYP2C19 inhibition + 0.5811 58.11%
CYP2D6 inhibition - 0.6532 65.32%
CYP1A2 inhibition + 0.8618 86.18%
CYP2C8 inhibition - 0.8948 89.48%
CYP inhibitory promiscuity + 0.5359 53.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.7279 72.79%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.7995 79.95%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5438 54.38%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6040 60.40%
skin sensitisation - 0.6700 67.00%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6033 60.33%
Acute Oral Toxicity (c) III 0.5557 55.57%
Estrogen receptor binding - 0.6568 65.68%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding + 0.5325 53.25%
Glucocorticoid receptor binding + 0.7473 74.73%
Aromatase binding - 0.7542 75.42%
PPAR gamma + 0.6150 61.50%
Honey bee toxicity - 0.9351 93.51%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7700 77.00%
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
CHEMBL2581 P07339 Cathepsin D 98.09% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.60% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.33% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.22% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.89% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.60% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 86.81% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.80% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.51% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.40% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.83% 95.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.37% 90.24%
CHEMBL4040 P28482 MAP kinase ERK2 82.43% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.21% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.15% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.05% 91.24%

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.
Eremophila glabra
Eremophila serrulata

Cross-Links

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PubChem 14466280
LOTUS LTS0081089
wikiData Q105309769