PlantaeDB Logo
Login Sign-up

methyl (1S,3S,4S,4aS,9aR)-1,4,8,9a-tetrahydroxy-3-methyl-9-oxo-7-[(1R,10S,11R,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.01,10.03,8]hexadeca-3(8),4,6-trien-6-yl]-1,2,3,4-tetrahydroxanthene-4a-carboxylate

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

Top
Internal ID 26dd8f3e-9f48-4d9f-9ffe-a10cf395f058
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name methyl (1S,3S,4S,4aS,9aR)-1,4,8,9a-tetrahydroxy-3-methyl-9-oxo-7-[(1R,10S,11R,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.01,10.03,8]hexadeca-3(8),4,6-trien-6-yl]-1,2,3,4-tetrahydroxanthene-4a-carboxylate
SMILES (Canonical) CC1CC(C2(C(=O)C3=C(C=CC(=C3O)C4=C(C5=C(C=C4)OC67C(C(CC(C6(C5=O)O)OC7=O)C)O)O)OC2(C1O)C(=O)OC)O)O
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@]2(C(=O)C3=C(C=CC(=C3O)C4=C(C5=C(C=C4)O[C@]67[C@@H]([C@@H](C[C@H]([C@]6(C5=O)O)OC7=O)C)O)O)O[C@]2([C@H]1O)C(=O)OC)O)O
InChI InChI=1S/C31H30O15/c1-10-8-16(32)28(41)24(37)18-14(45-30(28,22(10)35)26(39)43-3)6-4-12(20(18)33)13-5-7-15-19(21(13)34)25(38)29(42)17-9-11(2)23(36)31(29,46-15)27(40)44-17/h4-7,10-11,16-17,22-23,32-36,41-42H,8-9H2,1-3H3/t10-,11+,16-,17+,22-,23+,28-,29+,30+,31-/m0/s1
InChI Key GCOMNERQHRMWBB-IYKOSSATSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H30O15
Molecular Weight 642.60 g/mol
Exact Mass 642.15847025 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -0.88
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,3S,4S,4aS,9aR)-1,4,8,9a-tetrahydroxy-3-methyl-9-oxo-7-[(1R,10S,11R,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.01,10.03,8]hexadeca-3(8),4,6-trien-6-yl]-1,2,3,4-tetrahydroxanthene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8893 88.93%
Caco-2 - 0.8563 85.63%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5345 53.45%
OATP2B1 inhibitior + 0.5670 56.70%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9065 90.65%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8324 83.24%
P-glycoprotein inhibitior + 0.7065 70.65%
P-glycoprotein substrate + 0.5659 56.59%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate + 0.6174 61.74%
CYP2D6 substrate - 0.8430 84.30%
CYP3A4 inhibition - 0.5804 58.04%
CYP2C9 inhibition - 0.9459 94.59%
CYP2C19 inhibition - 0.9051 90.51%
CYP2D6 inhibition - 0.9207 92.07%
CYP1A2 inhibition - 0.9400 94.00%
CYP2C8 inhibition + 0.5587 55.87%
CYP inhibitory promiscuity - 0.9499 94.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4192 41.92%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.7779 77.79%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7093 70.93%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6004 60.04%
Acute Oral Toxicity (c) III 0.4414 44.14%
Estrogen receptor binding + 0.7715 77.15%
Androgen receptor binding + 0.7764 77.64%
Thyroid receptor binding + 0.5746 57.46%
Glucocorticoid receptor binding + 0.7110 71.10%
Aromatase binding + 0.6649 66.49%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.8425 84.25%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9482 94.82%

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 98.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.17% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.01% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.17% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.93% 99.23%
CHEMBL4208 P20618 Proteasome component C5 88.76% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.46% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.24% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.99% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.13% 82.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.87% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.41% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.50% 86.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.36% 90.93%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162884919
LOTUS LTS0175297
wikiData Q105006370