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[(1R,2R,4R,6S,8S,9S,10S,11S,12S,13R,16R,17R,19S)-9,17-diacetyloxy-8-(furan-3-yl)-12-hydroxy-1,9,11,16-tetramethyl-5,14,21-trioxahexacyclo[11.6.1.14,10.02,11.06,10.016,20]henicosan-19-yl] (E)-2-methylbut-2-enoate

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 08c39d2b-3d24-4e70-8636-381c41832c00
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2R,4R,6S,8S,9S,10S,11S,12S,13R,16R,17R,19S)-9,17-diacetyloxy-8-(furan-3-yl)-12-hydroxy-1,9,11,16-tetramethyl-5,14,21-trioxahexacyclo[11.6.1.14,10.02,11.06,10.016,20]henicosan-19-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C4CC5OC6CC(C(C6(C4(C3O)C)O5)(C)OC(=O)C)C7=COC=C7)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3C2[C@]1([C@H]4C[C@@H]5O[C@H]6C[C@H]([C@]([C@@]6([C@@]4([C@@H]3O)C)O5)(C)OC(=O)C)C7=COC=C7)C)C)OC(=O)C
InChI InChI=1S/C35H46O11/c1-9-17(2)30(39)44-24-14-23(42-18(3)36)31(5)16-41-27-28(31)32(24,6)22-13-26-43-25-12-21(20-10-11-40-15-20)34(8,45-19(4)37)35(25,46-26)33(22,7)29(27)38/h9-11,15,21-29,38H,12-14,16H2,1-8H3/b17-9+/t21-,22+,23+,24-,25-,26+,27+,28?,29+,31+,32-,33-,34-,35+/m0/s1
InChI Key AKWPIYLLGRJFDT-CMZJQPGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O11
Molecular Weight 642.70 g/mol
Exact Mass 642.30401228 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4R,6S,8S,9S,10S,11S,12S,13R,16R,17R,19S)-9,17-diacetyloxy-8-(furan-3-yl)-12-hydroxy-1,9,11,16-tetramethyl-5,14,21-trioxahexacyclo[11.6.1.14,10.02,11.06,10.016,20]henicosan-19-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9811 98.11%
Caco-2 - 0.7895 78.95%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8038 80.38%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7263 72.63%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9967 99.67%
P-glycoprotein inhibitior + 0.8147 81.47%
P-glycoprotein substrate + 0.6473 64.73%
CYP3A4 substrate + 0.7215 72.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.6036 60.36%
CYP2C9 inhibition - 0.8147 81.47%
CYP2C19 inhibition - 0.8340 83.40%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.7998 79.98%
CYP2C8 inhibition + 0.7692 76.92%
CYP inhibitory promiscuity - 0.7560 75.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5323 53.23%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.6401 64.01%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6979 69.79%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5644 56.44%
skin sensitisation - 0.8665 86.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.6014 60.14%
Acute Oral Toxicity (c) I 0.7305 73.05%
Estrogen receptor binding + 0.8046 80.46%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding + 0.5717 57.17%
Glucocorticoid receptor binding + 0.7658 76.58%
Aromatase binding + 0.7488 74.88%
PPAR gamma + 0.7704 77.04%
Honey bee toxicity - 0.6935 69.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL221 P23219 Cyclooxygenase-1 96.98% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.80% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.70% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.22% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.60% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.65% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 86.27% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.00% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.98% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.58% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.07% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.14% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.10% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.79% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.94% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.07% 91.24%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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.
Melia azedarach

Cross-Links

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PubChem 101989184
LOTUS LTS0008625
wikiData Q104913889