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(1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.01,14.02,11.04,9]icosa-4(9),7-diene-5,19-dione

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 dc44be71-f6eb-4ba8-9022-1625c0b595da
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.01,14.02,11.04,9]icosa-4(9),7-diene-5,19-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H34O10/c1-25(2)22-12-21(30)27(14-37-22)28(25,32)8-7-26(3)29(27,33)13-16-18(39-26)11-17(38-24(16)31)15-9-19(34-4)23(36-6)20(10-15)35-5/h9-11,22,32-33H,7-8,12-14H2,1-6H3/t22?,26-,27+,28-,29-/m1/s1
InChI Key ATLGSZPVKAPATP-QNEAMCJZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O10
Molecular Weight 542.60 g/mol
Exact Mass 542.21519728 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,11R,14R)-2,14-dihydroxy-11,15,15-trimethyl-7-(3,4,5-trimethoxyphenyl)-6,10,17-trioxapentacyclo[14.2.2.01,14.02,11.04,9]icosa-4(9),7-diene-5,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8981 89.81%
Caco-2 - 0.7410 74.10%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7428 74.28%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.9132 91.32%
OATP1B3 inhibitior + 0.8847 88.47%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9841 98.41%
P-glycoprotein inhibitior + 0.7410 74.10%
P-glycoprotein substrate - 0.5289 52.89%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 0.7867 78.67%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.6239 62.39%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8883 88.83%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.6787 67.87%
CYP2C8 inhibition + 0.7104 71.04%
CYP inhibitory promiscuity - 0.9570 95.70%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6660 66.60%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8848 88.48%
Skin irritation - 0.8033 80.33%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7758 77.58%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6302 63.02%
skin sensitisation - 0.9239 92.39%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.3317 33.17%
Estrogen receptor binding + 0.8446 84.46%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding + 0.6648 66.48%
Glucocorticoid receptor binding + 0.7840 78.40%
Aromatase binding + 0.8106 81.06%
PPAR gamma + 0.6561 65.61%
Honey bee toxicity - 0.6443 64.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9870 98.70%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.18% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.46% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.36% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 93.29% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.19% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.05% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.15% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.27% 92.62%
CHEMBL2581 P07339 Cathepsin D 88.66% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.41% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.86% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.15% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.85% 94.42%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.30% 99.15%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.27% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.20% 89.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.56% 93.99%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.47% 95.71%
CHEMBL5747 Q92793 CREB-binding protein 81.95% 95.12%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.12% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.71% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.57% 96.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.28% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139586514
LOTUS LTS0114702
wikiData Q104918506