methyl (2S,3R,7S,8R,9R)-8-hydroxy-7-[[(2S,3R,7S,8R,9R)-8-hydroxy-12-methoxycarbonyl-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-trien-7-yl]amino]-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate

Details

Top
Internal ID 43862156-6d7b-4ab4-9498-736af280d99a
Taxonomy Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acid esters
IUPAC Name methyl (2S,3R,7S,8R,9R)-8-hydroxy-7-[[(2S,3R,7S,8R,9R)-8-hydroxy-12-methoxycarbonyl-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-trien-7-yl]amino]-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate
SMILES (Canonical) CC(=C)C1CC2=C(C=C(O2)C(C3C=C(C(C1O)NC4C(C(CC5=C(C=C(O5)C(C6C=C4C(=O)O6)C(=C)C)C(=O)OC)C(=C)C)O)C(=O)O3)C(=C)C)C(=O)OC
SMILES (Isomeric) CC(=C)[C@H]1CC2=C(C=C(O2)[C@H]([C@H]3C=C([C@@H]([C@@H]1O)N[C@@H]4[C@@H]([C@H](CC5=C(C=C(O5)[C@H]([C@H]6C=C4C(=O)O6)C(=C)C)C(=O)OC)C(=C)C)O)C(=O)O3)C(=C)C)C(=O)OC
InChI InChI=1S/C42H47NO12/c1-17(2)21-11-27-23(39(46)50-9)13-29(52-27)33(19(5)6)31-15-25(41(48)54-31)35(37(21)44)43-36-26-16-32(55-42(26)49)34(20(7)8)30-14-24(40(47)51-10)28(53-30)12-22(18(3)4)38(36)45/h13-16,21-22,31-38,43-45H,1,3,5,7,11-12H2,2,4,6,8-10H3/t21-,22-,31-,32-,33-,34-,35+,36+,37-,38-/m1/s1
InChI Key JNHYDXTWWOIVKJ-PCIQZOMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H47NO12
Molecular Weight 757.80 g/mol
Exact Mass 757.30982593 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2S,3R,7S,8R,9R)-8-hydroxy-7-[[(2S,3R,7S,8R,9R)-8-hydroxy-12-methoxycarbonyl-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-trien-7-yl]amino]-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9199 91.99%
Caco-2 - 0.8562 85.62%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.4781 47.81%
OATP2B1 inhibitior - 0.5647 56.47%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7099 70.99%
P-glycoprotein inhibitior + 0.7572 75.72%
P-glycoprotein substrate - 0.5067 50.67%
CYP3A4 substrate + 0.6234 62.34%
CYP2C9 substrate - 0.5984 59.84%
CYP2D6 substrate - 0.8140 81.40%
CYP3A4 inhibition - 0.8817 88.17%
CYP2C9 inhibition - 0.7182 71.82%
CYP2C19 inhibition - 0.7872 78.72%
CYP2D6 inhibition - 0.8531 85.31%
CYP1A2 inhibition - 0.5680 56.80%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9063 90.63%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9125 91.25%
Carcinogenicity (trinary) Non-required 0.4874 48.74%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.7932 79.32%
Skin corrosion - 0.9353 93.53%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6990 69.90%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5565 55.65%
skin sensitisation - 0.8393 83.93%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6137 61.37%
Acute Oral Toxicity (c) III 0.4639 46.39%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.7303 73.03%
Thyroid receptor binding + 0.5455 54.55%
Glucocorticoid receptor binding + 0.7233 72.33%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.7691 76.91%
Honey bee toxicity - 0.7262 72.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9713 97.13%

Targets

Top

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 98.27% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.65% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.39% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.49% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.86% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.14% 85.14%
CHEMBL2535 P11166 Glucose transporter 88.04% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 87.97% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 87.61% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.13% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.95% 97.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.72% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.97% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.79% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.72% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.61% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.38% 93.03%

Plants that contains it

Top
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.
Hypericum ascyron

Cross-Links

Top
PubChem 101485559
LOTUS LTS0270815
wikiData Q105151554