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5-[4-Hydroxy-2,5,8a-trimethyl-6-(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic 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 900d2cd8-1402-468a-bb27-dd79c5a28167
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 5-[4-hydroxy-2,5,8a-trimethyl-6-(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
SMILES (Canonical) CC1=C(C2(CCC(C(C2C(C1)O)(C)COC(=O)CC(C)C)OC(=O)CC(C)C)C)CCC(=CC(=O)O)C
SMILES (Isomeric) CC1=C(C2(CCC(C(C2C(C1)O)(C)COC(=O)CC(C)C)OC(=O)CC(C)C)C)CCC(=CC(=O)O)C
InChI InChI=1S/C30H48O7/c1-18(2)13-26(34)36-17-30(8)24(37-27(35)14-19(3)4)11-12-29(7)22(10-9-20(5)15-25(32)33)21(6)16-23(31)28(29)30/h15,18-19,23-24,28,31H,9-14,16-17H2,1-8H3,(H,32,33)
InChI Key MMIHUTPOFPNWQF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O7
Molecular Weight 520.70 g/mol
Exact Mass 520.34000387 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[4-Hydroxy-2,5,8a-trimethyl-6-(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 - 0.6896 68.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8891 88.91%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.7878 78.78%
OATP1B3 inhibitior + 0.8641 86.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6385 63.85%
BSEP inhibitior + 0.9588 95.88%
P-glycoprotein inhibitior + 0.7127 71.27%
P-glycoprotein substrate - 0.5513 55.13%
CYP3A4 substrate + 0.6920 69.20%
CYP2C9 substrate - 0.7828 78.28%
CYP2D6 substrate - 0.9079 90.79%
CYP3A4 inhibition - 0.7918 79.18%
CYP2C9 inhibition - 0.8405 84.05%
CYP2C19 inhibition - 0.9059 90.59%
CYP2D6 inhibition - 0.9375 93.75%
CYP1A2 inhibition - 0.7878 78.78%
CYP2C8 inhibition + 0.5122 51.22%
CYP inhibitory promiscuity - 0.8768 87.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6522 65.22%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.8976 89.76%
Skin irritation + 0.5534 55.34%
Skin corrosion - 0.9713 97.13%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5246 52.46%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7767 77.67%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7370 73.70%
Acute Oral Toxicity (c) III 0.4352 43.52%
Estrogen receptor binding + 0.8243 82.43%
Androgen receptor binding + 0.7003 70.03%
Thyroid receptor binding + 0.5729 57.29%
Glucocorticoid receptor binding + 0.8336 83.36%
Aromatase binding + 0.7372 73.72%
PPAR gamma + 0.7382 73.82%
Honey bee toxicity - 0.7596 75.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6655 66.55%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.32% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.21% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.36% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 89.21% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 86.61% 98.03%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.43% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.62% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.00% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.57% 91.19%
CHEMBL230 P35354 Cyclooxygenase-2 84.30% 89.63%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.68% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.27% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.23% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.71% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.38% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.03% 95.89%
CHEMBL5028 O14672 ADAM10 81.88% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.36% 95.89%

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 73803706
LOTUS LTS0234022
wikiData Q105167778