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Naquihexcin F

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 f174e7c5-b66a-4bb9-a366-494e0175c395
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name (2R,3R,4R,5S,6R)-6-[[(1S,3S,4aS,10aR)-4a-[[(1S,3S,4aS,10aR)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H42O20S/c1-15-39(53)33(49)25-19(7-5-9-21(25)41)31(47)37(39,13-17(57-15)11-23(42)55-3)61-38-14-18(12-24(43)56-4)58-16(2)40(38,54)34(50)26-20(32(38)48)8-6-10-22(26)59-36-29(46)27(44)28(45)30(60-36)35(51)52/h5-10,15-18,27-30,36,41,44-46,53-54H,11-14H2,1-4H3,(H,51,52)/t15-,16-,17-,18-,27+,28+,29-,30+,36-,37+,38+,39+,40+/m0/s1
InChI Key UVVCZZFCKJPLMU-SUWHOYOOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42O20S
Molecular Weight 874.80 g/mol
Exact Mass 874.19901490 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.72
H-Bond Acceptor 20
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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(2R,3R,4R,5S,6R)-6-(((1S,3S,4as,10ar)-4a-(((1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-4a-yl)sulfanyl)-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-9-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylate
(2R,3R,4R,5S,6R)-6-(((1S,3S,4as,10ar)-4a-(((1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-4a-yl)sulphanyl)-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-9-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylate
(2R,3R,4R,5S,6R)-6-(((1S,3S,4as,10ar)-4a-(((1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-4a-yl)sulphanyl)-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho(2,3-c)pyran-9-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
(2R,3R,4R,5S,6R)-6-(((1S,3S,4aS,10aR)-4a-(((1S,3S,4aS,10aR)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo(g)isochromen-4a-yl)sulfanyl)-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo(g)isochromen-9-yl)oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
(2R,3R,4R,5S,6R)-6-[[(1S,3S,4aS,10aR)-4a-[[(1S,3S,4aS,10aR)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
(2R,3R,4R,5S,6R)-6-{[(1S,3S,4as,10ar)-4a-{[(1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-4a-yl]sulfanyl}-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
(2R,3R,4R,5S,6R)-6-{[(1S,3S,4as,10ar)-4a-{[(1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-4a-yl]sulphanyl}-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
(2R,3R,4R,5S,6R)-6-{[(1S,3S,4as,10ar)-4a-{[(1S,3S,4as,10ar)-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-4a-yl]sulphanyl}-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-1H,3H,4H,4ah,5H,10H,10ah-naphtho[2,3-c]pyran-9-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
RefChem:164816
CHEMBL4455765
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Naquihexcin F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7339 73.39%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8978 89.78%
OATP1B3 inhibitior + 0.8638 86.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8551 85.51%
P-glycoprotein inhibitior + 0.7607 76.07%
P-glycoprotein substrate + 0.6373 63.73%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition - 0.9171 91.71%
CYP2C9 inhibition - 0.9436 94.36%
CYP2C19 inhibition - 0.8775 87.75%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.7416 74.16%
CYP2C8 inhibition + 0.6906 69.06%
CYP inhibitory promiscuity - 0.9234 92.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.7852 78.52%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.5154 51.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7224 72.24%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.6448 64.48%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6798 67.98%
Acute Oral Toxicity (c) III 0.5175 51.75%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding + 0.6015 60.15%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.6263 62.63%
PPAR gamma + 0.7789 77.89%
Honey bee toxicity - 0.8187 81.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9844 98.44%

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 98.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.55% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.82% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.96% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.01% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 91.14% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.73% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.49% 97.14%
CHEMBL2535 P11166 Glucose transporter 85.37% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.25% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.94% 95.83%
CHEMBL5028 O14672 ADAM10 82.92% 97.50%
CHEMBL4208 P20618 Proteasome component C5 82.81% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.79% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.56% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.02% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.42% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.13% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 145721037
LOTUS LTS0246297
wikiData Q105280116