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(1R,2R,7S,10R,11R,14S,17R,18S)-2-hydroxy-7-[(2R,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,17-dimethyl-16,21-dioxahexacyclo[15.3.1.01,14.02,11.05,10.014,18]henicos-4-en-15-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 1a48a3fa-15fe-4d92-8ddc-9ab2ce169346
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (1R,2R,7S,10R,11R,14S,17R,18S)-2-hydroxy-7-[(2R,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,17-dimethyl-16,21-dioxahexacyclo[15.3.1.01,14.02,11.05,10.014,18]henicos-4-en-15-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CCC56C7CCC5(C4(CC=C3C2)O)OC7(OC6=O)C)C)OC)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]56[C@@H]7CC[C@@]5([C@]4(CC=C3C2)O)O[C@@]7(OC6=O)C)C)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C34H50O13/c1-16-27(45-28-26(38)25(37)24(36)20(15-35)44-28)19(41-4)14-23(42-16)43-18-6-9-30(2)17(13-18)5-11-33(40)21(30)7-10-32-22-8-12-34(32,33)47-31(22,3)46-29(32)39/h5,16,18-28,35-38,40H,6-15H2,1-4H3/t16-,18+,19-,20-,21-,22-,23+,24-,25+,26-,27+,28+,30+,31+,32-,33-,34-/m1/s1
InChI Key KQAOLMVLVDVNTP-BZPPWNCJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O13
Molecular Weight 666.80 g/mol
Exact Mass 666.32514165 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,7S,10R,11R,14S,17R,18S)-2-hydroxy-7-[(2R,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,17-dimethyl-16,21-dioxahexacyclo[15.3.1.01,14.02,11.05,10.014,18]henicos-4-en-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8780 87.80%
Caco-2 - 0.8673 86.73%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8048 80.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8558 85.58%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.4854 48.54%
P-glycoprotein inhibitior + 0.6813 68.13%
P-glycoprotein substrate + 0.5740 57.40%
CYP3A4 substrate + 0.7276 72.76%
CYP2C9 substrate - 0.8163 81.63%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8961 89.61%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.9323 93.23%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.9118 91.18%
CYP2C8 inhibition + 0.5812 58.12%
CYP inhibitory promiscuity - 0.9329 93.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5172 51.72%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9290 92.90%
Skin irritation + 0.5546 55.46%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5241 52.41%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7348 73.48%
skin sensitisation - 0.9165 91.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5789 57.89%
Acute Oral Toxicity (c) I 0.5042 50.42%
Estrogen receptor binding + 0.7489 74.89%
Androgen receptor binding + 0.7545 75.45%
Thyroid receptor binding - 0.5658 56.58%
Glucocorticoid receptor binding + 0.6428 64.28%
Aromatase binding + 0.6773 67.73%
PPAR gamma + 0.6480 64.80%
Honey bee toxicity - 0.6570 65.70%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9142 91.42%

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 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.51% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.55% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.50% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 92.01% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.99% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.60% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.34% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.60% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.63% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.94% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.89% 97.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.87% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.48% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.03% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.23% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.62% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.20% 90.08%

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.
Amalocalyx microlobus

Cross-Links

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PubChem 101630683
LOTUS LTS0194956
wikiData Q105144436