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(3S)-5-[(1S,2S,4aS,5S,8aR)-2-hydroxy-2,5,8a-trimethyl-5-[[(Z)-2-methylbut-2-enoyl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanoic 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 86559976-d1b5-46a2-a89f-c97a7191adf5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (3S)-5-[(1S,2S,4aS,5S,8aR)-2-hydroxy-2,5,8a-trimethyl-5-[[(Z)-2-methylbut-2-enoyl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid
SMILES (Canonical) CC=C(C)C(=O)OCC1(CCCC2(C1CCC(C2CCC(C)CC(=O)O)(C)O)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)OC[C@]1(CCC[C@@]2([C@@H]1CC[C@]([C@H]2CC[C@H](C)CC(=O)O)(C)O)C)C
InChI InChI=1S/C25H42O5/c1-7-18(3)22(28)30-16-23(4)12-8-13-24(5)19(23)11-14-25(6,29)20(24)10-9-17(2)15-21(26)27/h7,17,19-20,29H,8-16H2,1-6H3,(H,26,27)/b18-7-/t17-,19+,20-,23+,24+,25-/m0/s1
InChI Key FRGMVGYYKMAOOX-QURRRCMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H42O5
Molecular Weight 422.60 g/mol
Exact Mass 422.30322444 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.36
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-5-[(1S,2S,4aS,5S,8aR)-2-hydroxy-2,5,8a-trimethyl-5-[[(Z)-2-methylbut-2-enoyl]oxymethyl]-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 + 0.9889 98.89%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.9070 90.70%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8535 85.35%
OATP1B3 inhibitior + 0.8964 89.64%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6047 60.47%
BSEP inhibitior + 0.9485 94.85%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7216 72.16%
CYP3A4 substrate + 0.6581 65.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9225 92.25%
CYP3A4 inhibition - 0.6911 69.11%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.9436 94.36%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.8909 89.09%
CYP2C8 inhibition - 0.7079 70.79%
CYP inhibitory promiscuity - 0.8826 88.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6948 69.48%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9017 90.17%
Skin irritation + 0.5422 54.22%
Skin corrosion - 0.9762 97.62%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4587 45.87%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5505 55.05%
skin sensitisation - 0.8354 83.54%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7072 70.72%
Acute Oral Toxicity (c) III 0.6809 68.09%
Estrogen receptor binding + 0.7429 74.29%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5644 56.44%
Glucocorticoid receptor binding + 0.6741 67.41%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.6454 64.54%
Honey bee toxicity - 0.7468 74.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6755 67.55%
Fish aquatic toxicity + 0.9962 99.62%

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 98.09% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.47% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.70% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.04% 82.69%
CHEMBL2581 P07339 Cathepsin D 91.54% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.16% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.12% 96.47%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.19% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.68% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 85.98% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.91% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.53% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.38% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.75% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.67% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.04% 94.75%
CHEMBL5028 O14672 ADAM10 80.94% 97.50%
CHEMBL268 P43235 Cathepsin K 80.93% 96.85%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.78% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.78% 92.50%

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.
Olearia teretifolia

Cross-Links

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PubChem 163036065
LOTUS LTS0171075
wikiData Q105000171