PlantaeDB Logo
Login Sign-up

(10R)-1,8,10-trihydroxy-6-methyl-2-[(9S)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]-10-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]anthracen-9-one

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 025fe9a9-b1e6-4840-8a22-76ed74b3885c
Taxonomy Benzenoids > Anthracenes
IUPAC Name (10R)-1,8,10-trihydroxy-6-methyl-2-[(9S)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]-10-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]anthracen-9-one
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(C4C(C(C(CO4)O)O)O)O)C=CC(=C3O)C5(C6=C(C(=CC=C6)O)C(=O)C7=C5C=C(C=C7O)C)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@]2([C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)C=CC(=C3O)[C@@]5(C6=C(C(=CC=C6)O)C(=O)C7=C5C=C(C=C7O)C)O
InChI InChI=1S/C35H30O12/c1-13-8-18-25(21(37)10-13)30(42)24-15(4-3-5-20(24)36)34(18,45)17-7-6-16-27(28(17)40)31(43)26-19(9-14(2)11-22(26)38)35(16,46)33-32(44)29(41)23(39)12-47-33/h3-11,23,29,32-33,36-41,44-46H,12H2,1-2H3/t23-,29+,32-,33-,34-,35-/m1/s1
InChI Key XFCSPBFUPHPXDZ-FKDYJKFUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H30O12
Molecular Weight 642.60 g/mol
Exact Mass 642.17372639 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.22
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (10R)-1,8,10-trihydroxy-6-methyl-2-[(9S)-4,5,9-trihydroxy-2-methyl-10-oxoanthracen-9-yl]-10-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]anthracen-9-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8261 82.61%
Caco-2 - 0.8773 87.73%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6419 64.19%
OATP2B1 inhibitior + 0.7143 71.43%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9769 97.69%
P-glycoprotein inhibitior + 0.6883 68.83%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6500 65.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8365 83.65%
CYP3A4 inhibition - 0.7686 76.86%
CYP2C9 inhibition - 0.8724 87.24%
CYP2C19 inhibition - 0.8831 88.31%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.6519 65.19%
CYP2C8 inhibition - 0.5778 57.78%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6304 63.04%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.8876 88.76%
Skin irritation - 0.7831 78.31%
Skin corrosion - 0.9158 91.58%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8088 80.88%
Micronuclear + 0.6859 68.59%
Hepatotoxicity + 0.6427 64.27%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6435 64.35%
Acute Oral Toxicity (c) III 0.5106 51.06%
Estrogen receptor binding + 0.7858 78.58%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding - 0.4929 49.29%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding - 0.5053 50.53%
PPAR gamma + 0.7152 71.52%
Honey bee toxicity - 0.8916 89.16%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8632 86.32%

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 99.30% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.43% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.26% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.67% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 92.58% 91.49%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.31% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.58% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.43% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.18% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.00% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.80% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.40% 93.99%
CHEMBL226 P30542 Adenosine A1 receptor 86.39% 95.93%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.79% 94.80%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.72% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.42% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.05% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.93% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.49% 94.75%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.17% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.97% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.72% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 80.08% 96.00%

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.
Asphodelus ramosus

Cross-Links

Top
PubChem 163187164
LOTUS LTS0031295
wikiData Q105326930