(3R)-3-[(2S,3R)-5-hydroxy-7-methoxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-6-yl]hexanoic acid

Details

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Internal ID c0fc5fd4-8767-49d0-a719-3b9d0be57a0d
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
IUPAC Name (3R)-3-[(2S,3R)-5-hydroxy-7-methoxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-6-yl]hexanoic acid
SMILES (Canonical) CCCC(CC(=O)O)C1=C(C(=C2C(=C1O)CC(C(O2)C)C)CC=C(C)C)OC
SMILES (Isomeric) CCC[C@H](CC(=O)O)C1=C(C(=C2C(=C1O)C[C@H]([C@@H](O2)C)C)CC=C(C)C)OC
InChI InChI=1S/C23H34O5/c1-7-8-16(12-19(24)25)20-21(26)18-11-14(4)15(5)28-22(18)17(23(20)27-6)10-9-13(2)3/h9,14-16,26H,7-8,10-12H2,1-6H3,(H,24,25)/t14-,15+,16-/m1/s1
InChI Key FEXCQDDIIOTBFK-OWCLPIDISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O5
Molecular Weight 390.50 g/mol
Exact Mass 390.24062418 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.23
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 (3R)-3-[(2S,3R)-5-hydroxy-7-methoxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-6-yl]hexanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 + 0.7651 76.51%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7511 75.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior + 0.9013 90.13%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8614 86.14%
P-glycoprotein inhibitior - 0.5427 54.27%
P-glycoprotein substrate - 0.5830 58.30%
CYP3A4 substrate + 0.6049 60.49%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7765 77.65%
CYP3A4 inhibition + 0.6178 61.78%
CYP2C9 inhibition - 0.7341 73.41%
CYP2C19 inhibition + 0.6337 63.37%
CYP2D6 inhibition - 0.7509 75.09%
CYP1A2 inhibition + 0.7245 72.45%
CYP2C8 inhibition - 0.6543 65.43%
CYP inhibitory promiscuity - 0.5382 53.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7454 74.54%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.7753 77.53%
Skin irritation - 0.7697 76.97%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5333 53.33%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7951 79.51%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7639 76.39%
Acute Oral Toxicity (c) II 0.3221 32.21%
Estrogen receptor binding + 0.7536 75.36%
Androgen receptor binding + 0.5738 57.38%
Thyroid receptor binding + 0.5632 56.32%
Glucocorticoid receptor binding + 0.7797 77.97%
Aromatase binding - 0.5783 57.83%
PPAR gamma + 0.7947 79.47%
Honey bee toxicity - 0.8039 80.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9963 99.63%

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 98.26% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.81% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.62% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.76% 93.56%
CHEMBL2581 P07339 Cathepsin D 92.46% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.84% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 87.26% 90.17%
CHEMBL3776 Q14790 Caspase-8 83.13% 97.06%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.92% 89.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.88% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.85% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.54% 94.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.59% 89.34%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.41% 96.00%

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.
Calophyllum polyanthum

Cross-Links

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PubChem 163002112
LOTUS LTS0120303
wikiData Q104994254