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(1R,4S,5R,8R,10S,13S,14R,15S,19S,20S)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-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 0dc72c8c-dc3c-4418-93aa-d04326e59ee8
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1R,4S,5R,8R,10S,13S,14R,15S,19S,20S)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-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) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4C(CC6=C7C(C8(CCC7(CCC65C)C(=O)O8)C)(C)O)O)C)C)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4[C@H](CC6=C7[C@]([C@@]8(CC[C@@]7(CC[C@]65C)C(=O)O8)C)(C)O)O)C)C)O)O)O)O)O
InChI InChI=1S/C41H64O13/c1-19-25(44)27(46)28(47)32(51-19)53-29-26(45)22(43)18-50-33(29)52-24-10-11-36(4)23(35(24,2)3)9-12-38(6)31(36)21(42)17-20-30-40(8,49)39(7)14-16-41(30,34(48)54-39)15-13-37(20,38)5/h19,21-29,31-33,42-47,49H,9-18H2,1-8H3/t19-,21-,22-,23-,24-,25-,26-,27+,28+,29+,31+,32-,33-,36-,37+,38+,39-,40-,41+/m0/s1
InChI Key ZCLOTHNFIJHYQX-MRYPZGNJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O13
Molecular Weight 764.90 g/mol
Exact Mass 764.43469209 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 4

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,15S,19S,20S)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-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 + 0.8956 89.56%
Caco-2 - 0.8784 87.84%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8672 86.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8032 80.32%
OATP1B3 inhibitior - 0.2786 27.86%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.4867 48.67%
P-glycoprotein inhibitior + 0.7630 76.30%
P-glycoprotein substrate + 0.5057 50.57%
CYP3A4 substrate + 0.7418 74.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.9290 92.90%
CYP2C9 inhibition - 0.8742 87.42%
CYP2C19 inhibition - 0.9193 91.93%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8587 85.87%
CYP2C8 inhibition + 0.6485 64.85%
CYP inhibitory promiscuity - 0.9661 96.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6143 61.43%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.5408 54.08%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4255 42.55%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6771 67.71%
Acute Oral Toxicity (c) III 0.6425 64.25%
Estrogen receptor binding + 0.7473 74.73%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding - 0.6219 62.19%
Glucocorticoid receptor binding + 0.6893 68.93%
Aromatase binding + 0.7000 70.00%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.6417 64.17%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9724 97.24%

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 98.43% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 94.44% 95.00%
CHEMBL2581 P07339 Cathepsin D 93.44% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.71% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.35% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.89% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.73% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.75% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.74% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.34% 97.09%
CHEMBL325 Q13547 Histone deacetylase 1 88.19% 95.92%
CHEMBL1937 Q92769 Histone deacetylase 2 88.04% 94.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.81% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.14% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.47% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.26% 94.00%
CHEMBL1871 P10275 Androgen Receptor 84.46% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.56% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.24% 89.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.44% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.97% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.77% 95.71%

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 21593975
LOTUS LTS0160045
wikiData Q105371245