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(1R,4S,5R,8R,10S,13S,14R,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-19-hydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosa-15,17-dien-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 211fef95-6867-4321-905b-23e4b1efd90b
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1R,4S,5R,8R,10S,13S,14R,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-19-hydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosa-15,17-dien-22-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)OC5C(C(C(C(O5)CO)O)O)O)O)C)C=CC6=C7C(C8(CCC7(CCC63C)C(=O)O8)C)(C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C=CC4=C5[C@]([C@@]6(CC[C@@]5(CC[C@]43C)C(=O)O6)C)(C)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/C41H62O13/c1-35(2)23-10-13-38(5)24(9-8-20-31-40(7,49)39(6)15-17-41(31,34(48)54-39)16-14-37(20,38)4)36(23,3)12-11-25(35)52-32-29(47)30(21(43)19-50-32)53-33-28(46)27(45)26(44)22(18-42)51-33/h8-9,21-30,32-33,42-47,49H,10-19H2,1-7H3/t21-,22+,23-,24+,25-,26+,27-,28+,29+,30-,32-,33-,36-,37+,38+,39-,40-,41+/m0/s1
InChI Key LONTYZCTTHPBLF-VQMLETRWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H62O13
Molecular Weight 762.90 g/mol
Exact Mass 762.41904203 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 13
H-Bond Donor 7
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,13S,14R,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-19-hydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracosa-15,17-dien-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 - 0.8738 87.38%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 0.8742 87.42%
OATP1B1 inhibitior + 0.7770 77.70%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7581 75.81%
P-glycoprotein substrate - 0.5308 53.08%
CYP3A4 substrate + 0.7423 74.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8686 86.86%
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 + 0.6681 66.81%
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 - 0.9136 91.36%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6924 69.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6472 64.72%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6749 67.49%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7025 70.25%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7491 74.91%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding - 0.5771 57.71%
Glucocorticoid receptor binding + 0.6613 66.13%
Aromatase binding + 0.6423 64.23%
PPAR gamma + 0.7372 73.72%
Honey bee toxicity - 0.6681 66.81%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5150 51.50%
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 99.09% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.04% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.22% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.92% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.76% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.89% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.24% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.90% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.33% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.11% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.95% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.05% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.78% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 83.28% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.51% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.80% 99.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.60% 96.61%

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 21593973
LOTUS LTS0020116
wikiData Q105154827