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(3S,4R)-4-[[(1S,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic 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 caebc271-90db-434e-85f2-8205c7f5b3c8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (3S,4R)-4-[[(1S,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid
SMILES (Canonical) CC1(CCCC2(C1CCC(C2COC(C(CC(=O)O)C(=O)OC)C(=O)OC)(C)O)C)CO
SMILES (Isomeric) C[C@]1(CCC[C@]2([C@H]1CC[C@@]([C@@H]2CO[C@H]([C@H](CC(=O)O)C(=O)OC)C(=O)OC)(C)O)C)CO
InChI InChI=1S/C23H38O9/c1-21(13-24)8-6-9-22(2)15(21)7-10-23(3,29)16(22)12-32-18(20(28)31-5)14(11-17(25)26)19(27)30-4/h14-16,18,24,29H,6-13H2,1-5H3,(H,25,26)/t14-,15-,16+,18+,21-,22-,23+/m0/s1
InChI Key WBNWCFFNNHMAIO-FRGLPJPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H38O9
Molecular Weight 458.50 g/mol
Exact Mass 458.25158279 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R)-4-[[(1S,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9402 94.02%
Caco-2 - 0.6111 61.11%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8445 84.45%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.8557 85.57%
OATP1B3 inhibitior + 0.8388 83.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9064 90.64%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7162 71.62%
CYP3A4 substrate + 0.6800 68.00%
CYP2C9 substrate + 0.5555 55.55%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.6883 68.83%
CYP2C9 inhibition - 0.8727 87.27%
CYP2C19 inhibition - 0.8487 84.87%
CYP2D6 inhibition - 0.9705 97.05%
CYP1A2 inhibition - 0.8049 80.49%
CYP2C8 inhibition - 0.5670 56.70%
CYP inhibitory promiscuity - 0.9788 97.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7068 70.68%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6958 69.58%
Skin corrosion - 0.9722 97.22%
Ames mutagenesis - 0.7019 70.19%
Human Ether-a-go-go-Related Gene inhibition - 0.6696 66.96%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.9456 94.56%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8373 83.73%
Acute Oral Toxicity (c) III 0.5699 56.99%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.6639 66.39%
Thyroid receptor binding + 0.6225 62.25%
Glucocorticoid receptor binding + 0.8427 84.27%
Aromatase binding + 0.7800 78.00%
PPAR gamma + 0.6562 65.62%
Honey bee toxicity - 0.8263 82.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9128 91.28%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.79% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.19% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.94% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.34% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.13% 91.19%
CHEMBL2581 P07339 Cathepsin D 90.90% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.28% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.98% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.65% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 85.82% 92.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.57% 97.50%
CHEMBL5028 O14672 ADAM10 85.31% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.01% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 83.78% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.35% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.27% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.33% 96.90%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.58% 96.47%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.53% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.57% 99.17%
CHEMBL1075317 P61964 WD repeat-containing protein 5 80.24% 96.33%

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 101549074
LOTUS LTS0042670
wikiData Q105300864