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3-[(1S,4aR,5S,6R,8aR)-5-[(5-acetyloxy-2-hydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-propan-2-ylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]propanoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b1703bd8-e9bd-4b9f-9f2e-d57d72fc7f5b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name 3-[(1S,4aR,5S,6R,8aR)-5-[(5-acetyloxy-2-hydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-propan-2-ylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]propanoic acid
SMILES (Canonical) CC1CCC2(C(C1(C)CC3=C(C(=CC(=C3)OC(=O)C)C)O)CCC(=C(C)C)C2CCC(=O)O)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC3=C(C(=CC(=C3)OC(=O)C)C)O)CCC(=C(C)C)[C@H]2CCC(=O)O)C
InChI InChI=1S/C29H42O5/c1-17(2)23-8-10-25-28(6,24(23)9-11-26(31)32)13-12-19(4)29(25,7)16-21-15-22(34-20(5)30)14-18(3)27(21)33/h14-15,19,24-25,33H,8-13,16H2,1-7H3,(H,31,32)/t19-,24-,25+,28+,29+/m1/s1
InChI Key GLMZLVIDTWFRNP-KPGCBNTPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O5
Molecular Weight 470.60 g/mol
Exact Mass 470.30322444 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.84
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,4aR,5S,6R,8aR)-5-[(5-acetyloxy-2-hydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-propan-2-ylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 + 0.5079 50.79%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8848 88.48%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.8516 85.16%
OATP1B3 inhibitior - 0.3048 30.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9686 96.86%
P-glycoprotein inhibitior + 0.7100 71.00%
P-glycoprotein substrate - 0.7024 70.24%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 0.5940 59.40%
CYP2D6 substrate - 0.8455 84.55%
CYP3A4 inhibition - 0.5996 59.96%
CYP2C9 inhibition - 0.7324 73.24%
CYP2C19 inhibition - 0.7365 73.65%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.6110 61.10%
CYP2C8 inhibition + 0.6571 65.71%
CYP inhibitory promiscuity - 0.7981 79.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8555 85.55%
Carcinogenicity (trinary) Non-required 0.6997 69.97%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.8699 86.99%
Skin irritation - 0.6515 65.15%
Skin corrosion - 0.9713 97.13%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3653 36.53%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.6707 67.07%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8192 81.92%
Acute Oral Toxicity (c) III 0.5692 56.92%
Estrogen receptor binding + 0.7546 75.46%
Androgen receptor binding + 0.7272 72.72%
Thyroid receptor binding + 0.6499 64.99%
Glucocorticoid receptor binding + 0.8600 86.00%
Aromatase binding + 0.7586 75.86%
PPAR gamma + 0.6327 63.27%
Honey bee toxicity - 0.7845 78.45%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.43% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.24% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.49% 97.53%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.73% 99.15%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.14% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.42% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.81% 94.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.62% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.34% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.28% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.81% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.31% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.82% 95.50%
CHEMBL5028 O14672 ADAM10 80.65% 97.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.21% 90.71%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 80.10% 92.26%

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.
There are no matching plants.

Cross-Links

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PubChem 162879155
LOTUS LTS0100763
wikiData Q105011097