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(3S,6R,8R)-15-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-18-(1H-indol-3-yl)-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,13,15,17-hexaene-4,12,19-trione

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 68746630-d9c2-478b-bc7c-ff059a82d2fa
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (3S,6R,8R)-15-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-18-(1H-indol-3-yl)-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,13,15,17-hexaene-4,12,19-trione
SMILES (Canonical) CC1C(CCC(O1)OC23C(=O)CC(CC2(C=CC4=C3C5=C6C(=C(C(=O)O5)C7=CNC8=CC=CC=C87)C=C(C(=C6C4=O)O)C9CC(C(C(O9)C)O)OC1CCC(C(O1)C)OC1CC(C(C(O1)C)O)O)O)(C)O)O
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H](O1)O[C@]23C(=O)C[C@](C[C@]2(C=CC4=C3C5=C6C(=C(C(=O)O5)C7=CNC8=CC=CC=C87)C=C(C(=C6C4=O)O)[C@H]9C[C@H]([C@@H]([C@H](O9)C)O)O[C@H]1CC[C@@H]([C@@H](O1)C)O[C@H]1C[C@H]([C@@H]([C@H](O1)C)O)O)O)(C)O)O
InChI InChI=1S/C53H61NO18/c1-22-32(55)10-12-39(66-22)72-53-37(57)19-51(5,63)21-52(53,64)15-14-27-44(53)49-42-29(41(50(62)71-49)30-20-54-31-9-7-6-8-26(30)31)16-28(48(61)43(42)47(27)60)35-18-36(46(59)25(4)65-35)70-38-13-11-34(23(2)67-38)69-40-17-33(56)45(58)24(3)68-40/h6-9,14-16,20,22-25,32-36,38-40,45-46,54-56,58-59,61,63-64H,10-13,17-19,21H2,1-5H3/t22-,23-,24+,25+,32-,33+,34-,35+,36+,38-,39-,40-,45+,46+,51-,52-,53-/m0/s1
InChI Key FHCQDSRDFSOQAV-BHPMGVOKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H61NO18
Molecular Weight 1000.00 g/mol
Exact Mass 999.38886410 g/mol
Topological Polar Surface Area (TPSA) 282.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,6R,8R)-15-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-18-(1H-indol-3-yl)-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,13,15,17-hexaene-4,12,19-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9597 95.97%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4934 49.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8243 82.43%
OATP1B3 inhibitior + 0.8914 89.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.9944 99.44%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.8230 82.30%
CYP3A4 substrate + 0.7590 75.90%
CYP2C9 substrate - 0.6086 60.86%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.8820 88.20%
CYP2C9 inhibition - 0.7806 78.06%
CYP2C19 inhibition - 0.8216 82.16%
CYP2D6 inhibition - 0.9033 90.33%
CYP1A2 inhibition - 0.5084 50.84%
CYP2C8 inhibition + 0.8166 81.66%
CYP inhibitory promiscuity - 0.6888 68.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4438 44.38%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7268 72.68%
Skin corrosion - 0.9197 91.97%
Ames mutagenesis + 0.5509 55.09%
Human Ether-a-go-go-Related Gene inhibition + 0.7348 73.48%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5197 51.97%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8219 82.19%
Acute Oral Toxicity (c) II 0.3679 36.79%
Estrogen receptor binding + 0.8056 80.56%
Androgen receptor binding + 0.7736 77.36%
Thyroid receptor binding + 0.6387 63.87%
Glucocorticoid receptor binding + 0.7777 77.77%
Aromatase binding + 0.5814 58.14%
PPAR gamma + 0.8180 81.80%
Honey bee toxicity - 0.6523 65.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9841 98.41%

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 99.97% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.25% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 98.68% 91.49%
CHEMBL2581 P07339 Cathepsin D 98.08% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.79% 85.14%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 96.29% 97.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.88% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.84% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.23% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.07% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.07% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.05% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.16% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 92.77% 96.39%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 92.56% 96.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.42% 100.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 92.33% 81.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.24% 89.44%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 88.15% 92.67%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.63% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.45% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.40% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.32% 86.33%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.90% 80.96%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.88% 83.00%
CHEMBL4302 P08183 P-glycoprotein 1 85.29% 92.98%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.01% 92.62%
CHEMBL2535 P11166 Glucose transporter 84.91% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.90% 85.11%
CHEMBL4530 P00488 Coagulation factor XIII 84.60% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.34% 93.04%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.83% 95.83%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 83.75% 88.42%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.59% 89.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.86% 97.14%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.75% 95.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.31% 83.10%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.03% 93.03%
CHEMBL1937 Q92769 Histone deacetylase 2 80.78% 94.75%

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 196379
LOTUS LTS0144632
wikiData Q104995175