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(1S,2R,5S,7S,8R,9R,11S,12R,14S,16R)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6,10,13-trioxa-25-azaoctacyclo[14.10.0.02,12.05,11.09,11.012,14.018,26.019,24]hexacosa-18(26),19,21,23-tetraen-8-ol

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 36fc7798-04b4-4aff-bc32-1a4feb4c7cb3
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,7S,8R,9R,11S,12R,14S,16R)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6,10,13-trioxa-25-azaoctacyclo[14.10.0.02,12.05,11.09,11.012,14.018,26.019,24]hexacosa-18(26),19,21,23-tetraen-8-ol
SMILES (Canonical) CC12CCC3C4(C15C(O5)CC6C2(C7=C(C6)C8=CC=CC=C8N7)C)C(O4)C(C(O3)C(C)(C)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@@]4([C@]15[C@@H](O5)C[C@@H]6[C@@]2(C7=C(C6)C8=CC=CC=C8N7)C)[C@H](O4)[C@@H]([C@H](O3)C(C)(C)O)O
InChI InChI=1S/C27H33NO5/c1-23(2,30)21-19(29)22-26(33-22)17(31-21)9-10-24(3)25(4)13(12-18-27(24,26)32-18)11-15-14-7-5-6-8-16(14)28-20(15)25/h5-8,13,17-19,21-22,28-30H,9-12H2,1-4H3/t13-,17+,18+,19-,21+,22-,24-,25-,26+,27+/m1/s1
InChI Key OAZQOSOFFNLFEK-RQPFSYJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO5
Molecular Weight 451.60 g/mol
Exact Mass 451.23587315 g/mol
Topological Polar Surface Area (TPSA) 90.50 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,7S,8R,9R,11S,12R,14S,16R)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6,10,13-trioxa-25-azaoctacyclo[14.10.0.02,12.05,11.09,11.012,14.018,26.019,24]hexacosa-18(26),19,21,23-tetraen-8-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9364 93.64%
Caco-2 - 0.6635 66.35%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3754 37.54%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9182 91.82%
P-glycoprotein inhibitior - 0.5310 53.10%
P-glycoprotein substrate + 0.6066 60.66%
CYP3A4 substrate + 0.7136 71.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7328 73.28%
CYP3A4 inhibition - 0.8792 87.92%
CYP2C9 inhibition - 0.8267 82.67%
CYP2C19 inhibition - 0.7825 78.25%
CYP2D6 inhibition - 0.8922 89.22%
CYP1A2 inhibition - 0.5461 54.61%
CYP2C8 inhibition + 0.7272 72.72%
CYP inhibitory promiscuity - 0.7127 71.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6004 60.04%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9594 95.94%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9103 91.03%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5322 53.22%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6322 63.22%
skin sensitisation - 0.8149 81.49%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6071 60.71%
Acute Oral Toxicity (c) III 0.6051 60.51%
Estrogen receptor binding + 0.8356 83.56%
Androgen receptor binding + 0.7268 72.68%
Thyroid receptor binding + 0.6664 66.64%
Glucocorticoid receptor binding + 0.7584 75.84%
Aromatase binding + 0.7941 79.41%
PPAR gamma + 0.7634 76.34%
Honey bee toxicity - 0.8257 82.57%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.8320 83.20%

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 97.35% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.48% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.12% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.42% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.74% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.35% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.73% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.72% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.56% 94.08%
CHEMBL1951 P21397 Monoamine oxidase A 90.25% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.74% 94.45%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.63% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.60% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.81% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.72% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.18% 95.89%
CHEMBL3920 Q04759 Protein kinase C theta 84.82% 97.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.75% 94.00%
CHEMBL2535 P11166 Glucose transporter 84.13% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.85% 85.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.31% 96.39%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.02% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.67% 83.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.33% 97.31%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.22% 100.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.01% 95.56%
CHEMBL5028 O14672 ADAM10 80.84% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.65% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.49% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 138517803
LOTUS LTS0138166
wikiData Q105188908