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(1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one

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 3e0bdf4f-99b8-409d-811c-dd9f1a6e827a
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)OC5C(C(C(C(O5)CO)O)O)O)O)C)CC(C6=C7C(C8(CCC7(CCC63C)C(=O)O8)C)(C)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H](C4=C5[C@]([C@@]6(CC[C@@]5(CC[C@]43C)C(=O)O6)C)(C)O)O)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C41H64O14/c1-35(2)22-8-11-37(4)23(16-19(43)25-31-40(7,50)39(6)13-15-41(31,34(49)55-39)14-12-38(25,37)5)36(22,3)10-9-24(35)53-32-29(48)30(20(44)18-51-32)54-33-28(47)27(46)26(45)21(17-42)52-33/h19-24,26-30,32-33,42-48,50H,8-18H2,1-7H3/t19-,20+,21-,22+,23-,24+,26-,27+,28-,29-,30+,32+,33+,36+,37-,38-,39+,40+,41-/m1/s1
InChI Key CPQQAPBZLQCTAE-LXMIXVMOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O14
Molecular Weight 780.90 g/mol
Exact Mass 780.42960671 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5R,8R,10S,13R,14R,16R,19S,20S)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8784 87.84%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7842 78.42%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.6948 69.48%
P-glycoprotein inhibitior + 0.7539 75.39%
P-glycoprotein substrate - 0.5623 56.23%
CYP3A4 substrate + 0.7439 74.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6549 65.49%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6489 64.89%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7882 78.82%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7341 73.41%
Androgen receptor binding + 0.7529 75.29%
Thyroid receptor binding - 0.6304 63.04%
Glucocorticoid receptor binding + 0.6423 64.23%
Aromatase binding + 0.6578 65.78%
PPAR gamma + 0.7357 73.57%
Honey bee toxicity - 0.6375 63.75%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9411 94.11%

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 97.91% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.89% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.49% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.01% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.71% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.60% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.33% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.75% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.33% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.49% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.65% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.52% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.33% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.91% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.66% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.58% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.51% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.13% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.04% 95.71%
CHEMBL1871 P10275 Androgen Receptor 81.13% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.61% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.35% 91.24%

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.
Ilex kaushue

Cross-Links

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PubChem 21593974
LOTUS LTS0143263
wikiData Q104967698