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(1R,2R,5S,8R,9S,11R,14R,15R,24R,26R,27R)-14,15,32,32-tetramethyl-23-methylidene-9-prop-1-en-2-yl-10,31-dioxa-17-azanonacyclo[24.4.2.02,15.05,14.06,11.016,30.018,29.021,28.024,27]dotriaconta-6,16(30),18(29),19,21(28)-pentaene-5,8-diol

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 d79d9cc8-4a21-40f8-8b8e-999575a1473f
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1R,2R,5S,8R,9S,11R,14R,15R,24R,26R,27R)-14,15,32,32-tetramethyl-23-methylidene-9-prop-1-en-2-yl-10,31-dioxa-17-azanonacyclo[24.4.2.02,15.05,14.06,11.016,30.018,29.021,28.024,27]dotriaconta-6,16(30),18(29),19,21(28)-pentaene-5,8-diol
SMILES (Canonical) CC(=C)C1C(C=C2C(O1)CCC3(C2(CCC4C3(C5=C6C4OC(C7CC8C7C9=C(CC8=C)C=CC(=C96)N5)(C)C)C)O)C)O
SMILES (Isomeric) CC(=C)[C@H]1[C@@H](C=C2[C@H](O1)CC[C@]3([C@]2(CC[C@@H]4[C@]3(C5=C6[C@@H]4OC([C@@H]7C[C@@H]8[C@H]7C9=C(CC8=C)C=CC(=C96)N5)(C)C)C)O)C)O
InChI InChI=1S/C37H45NO4/c1-17(2)31-25(39)16-22-26(41-31)11-12-35(6)36(7)21(10-13-37(22,35)40)32-30-29-24(38-33(30)36)9-8-19-14-18(3)20-15-23(28(20)27(19)29)34(4,5)42-32/h8-9,16,20-21,23,25-26,28,31-32,38-40H,1,3,10-15H2,2,4-7H3/t20-,21-,23+,25+,26+,28+,31-,32+,35+,36-,37+/m0/s1
InChI Key XOASTWITKYDKAJ-HEHQVYIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H45NO4
Molecular Weight 567.80 g/mol
Exact Mass 567.33485892 g/mol
Topological Polar Surface Area (TPSA) 74.70 Ų
XlogP 4.70
Atomic LogP (AlogP) 6.69
H-Bond Acceptor 4
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 (1R,2R,5S,8R,9S,11R,14R,15R,24R,26R,27R)-14,15,32,32-tetramethyl-23-methylidene-9-prop-1-en-2-yl-10,31-dioxa-17-azanonacyclo[24.4.2.02,15.05,14.06,11.016,30.018,29.021,28.024,27]dotriaconta-6,16(30),18(29),19,21(28)-pentaene-5,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9861 98.61%
Caco-2 - 0.7712 77.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5435 54.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8402 84.02%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9439 94.39%
P-glycoprotein inhibitior + 0.7204 72.04%
P-glycoprotein substrate + 0.6732 67.32%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.6219 62.19%
CYP2D6 substrate - 0.7097 70.97%
CYP3A4 inhibition - 0.8318 83.18%
CYP2C9 inhibition - 0.8530 85.30%
CYP2C19 inhibition - 0.8138 81.38%
CYP2D6 inhibition - 0.9043 90.43%
CYP1A2 inhibition + 0.7685 76.85%
CYP2C8 inhibition + 0.7936 79.36%
CYP inhibitory promiscuity - 0.6627 66.27%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4728 47.28%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9277 92.77%
Skin irritation - 0.7146 71.46%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4357 43.57%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5180 51.80%
skin sensitisation - 0.7980 79.80%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7096 70.96%
Acute Oral Toxicity (c) III 0.5396 53.96%
Estrogen receptor binding + 0.8222 82.22%
Androgen receptor binding + 0.7901 79.01%
Thyroid receptor binding + 0.5361 53.61%
Glucocorticoid receptor binding + 0.7687 76.87%
Aromatase binding + 0.7223 72.23%
PPAR gamma + 0.6740 67.40%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9836 98.36%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.77% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.91% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.86% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.13% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 92.76% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.53% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.36% 95.89%
CHEMBL233 P35372 Mu opioid receptor 90.08% 97.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.96% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.44% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.39% 92.94%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.46% 94.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.33% 93.04%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.65% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.00% 96.39%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.42% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%

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 163195491
LOTUS LTS0160118
wikiData Q105337654