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[(2S,3R,6R,8S,11R,12R,18R)-18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.02,11.03,8.06,8.017,21]henicosa-1(21),13-dien-12-yl] acetate

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 e147ef7c-6e3d-4958-b95b-03d1e34aa28a
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(2S,3R,6R,8S,11R,12R,18R)-18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.02,11.03,8.06,8.017,21]henicosa-1(21),13-dien-12-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H28O11/c1-12(29)36-18-14-7-6-9-24(4)15(14)16(20(30)37-17(24)13-8-10-35-11-13)27(34)25(5)28(19(38-28)21(31)39-25)23(2,3)22(32)26(18,27)33/h7-8,10-11,17-19,33-34H,6,9H2,1-5H3/t17-,18+,19-,24?,25+,26-,27+,28+/m0/s1
InChI Key HOJFTRARYIFTJU-KGARTDGWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H28O11
Molecular Weight 540.50 g/mol
Exact Mass 540.16316171 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,6R,8S,11R,12R,18R)-18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.02,11.03,8.06,8.017,21]henicosa-1(21),13-dien-12-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9758 97.58%
Caco-2 - 0.7569 75.69%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7872 78.72%
OATP2B1 inhibitior - 0.7097 70.97%
OATP1B1 inhibitior + 0.7385 73.85%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9095 90.95%
P-glycoprotein inhibitior + 0.7736 77.36%
P-glycoprotein substrate + 0.5364 53.64%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8717 87.17%
CYP3A4 inhibition + 0.5965 59.65%
CYP2C9 inhibition - 0.6418 64.18%
CYP2C19 inhibition - 0.7381 73.81%
CYP2D6 inhibition - 0.8701 87.01%
CYP1A2 inhibition - 0.7515 75.15%
CYP2C8 inhibition + 0.7012 70.12%
CYP inhibitory promiscuity - 0.6709 67.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4836 48.36%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8892 88.92%
Skin irritation - 0.6594 65.94%
Skin corrosion - 0.9026 90.26%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4270 42.70%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6824 68.24%
skin sensitisation - 0.7783 77.83%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8592 85.92%
Acute Oral Toxicity (c) III 0.3942 39.42%
Estrogen receptor binding + 0.7304 73.04%
Androgen receptor binding + 0.7627 76.27%
Thyroid receptor binding + 0.5985 59.85%
Glucocorticoid receptor binding + 0.7643 76.43%
Aromatase binding + 0.6843 68.43%
PPAR gamma + 0.7564 75.64%
Honey bee toxicity - 0.7473 74.73%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5550 55.50%
Fish aquatic toxicity + 0.9936 99.36%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.40% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.56% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.79% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.03% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.73% 91.24%
CHEMBL2581 P07339 Cathepsin D 85.42% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.00% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.03% 94.08%
CHEMBL3524 P56524 Histone deacetylase 4 83.85% 92.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.23% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.59% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.62% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.14% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.99% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.83% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.77% 91.19%
CHEMBL5028 O14672 ADAM10 80.22% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.16% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 101419918
LOTUS LTS0090504
wikiData Q105031313