PlantaeDB Logo
Login Sign-up

(2S,4S,5S)-4-[(1E,3E,5E)-7-[(2R)-6-[(2R,3S,4aR,12bS)-2,3,4a,8,12b-pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl]-2-methyloxan-3-yl]oxy-7-oxohepta-1,3,5-trienyl]-2,5-dimethyl-1,3-dioxolane-2-carboxylic acid

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 3bd750da-d5bb-4ea0-8e00-d9219065e420
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (2S,4S,5S)-4-[(1E,3E,5E)-7-[(2R)-6-[(2R,3S,4aR,12bS)-2,3,4a,8,12b-pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl]-2-methyloxan-3-yl]oxy-7-oxohepta-1,3,5-trienyl]-2,5-dimethyl-1,3-dioxolane-2-carboxylic acid
SMILES (Canonical) CC1C(CCC(O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC5(C4(C(=O)C(C(C5)(C)O)O)O)O)O)OC(=O)C=CC=CC=CC6C(OC(O6)(C)C(=O)O)C
SMILES (Isomeric) C[C@H]1[C@@H](O[C@@](O1)(C)C(=O)O)/C=C/C=C/C=C/C(=O)OC2CCC(O[C@@H]2C)C3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C=C[C@]6([C@@]5(C(=O)[C@@H]([C@@](C6)(C)O)O)O)O)O
InChI InChI=1S/C38H40O15/c1-18-23(51-26(39)10-8-6-5-7-9-24-19(2)52-36(4,53-24)34(45)46)13-14-25(50-18)20-11-12-21-27(29(20)40)30(41)22-15-16-37(48)17-35(3,47)32(43)33(44)38(37,49)28(22)31(21)42/h5-12,15-16,18-19,23-25,32,40,43,47-49H,13-14,17H2,1-4H3,(H,45,46)/b6-5+,9-7+,10-8+/t18-,19+,23?,24+,25?,32+,35+,36+,37+,38-/m1/s1
InChI Key HWMMBHOXHRVLCU-UZPZIZOJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H40O15
Molecular Weight 736.70 g/mol
Exact Mass 736.23672056 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,4S,5S)-4-[(1E,3E,5E)-7-[(2R)-6-[(2R,3S,4aR,12bS)-2,3,4a,8,12b-pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl]-2-methyloxan-3-yl]oxy-7-oxohepta-1,3,5-trienyl]-2,5-dimethyl-1,3-dioxolane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9573 95.73%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7313 73.13%
OATP2B1 inhibitior + 0.5717 57.17%
OATP1B1 inhibitior + 0.8211 82.11%
OATP1B3 inhibitior + 0.8499 84.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9517 95.17%
P-glycoprotein inhibitior + 0.7657 76.57%
P-glycoprotein substrate + 0.7350 73.50%
CYP3A4 substrate + 0.7460 74.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8861 88.61%
CYP3A4 inhibition - 0.7286 72.86%
CYP2C9 inhibition - 0.7382 73.82%
CYP2C19 inhibition - 0.8518 85.18%
CYP2D6 inhibition - 0.8966 89.66%
CYP1A2 inhibition - 0.7690 76.90%
CYP2C8 inhibition + 0.7949 79.49%
CYP inhibitory promiscuity - 0.8029 80.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4739 47.39%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.6253 62.53%
Skin corrosion - 0.8964 89.64%
Ames mutagenesis + 0.5330 53.30%
Human Ether-a-go-go-Related Gene inhibition + 0.6894 68.94%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8405 84.05%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7436 74.36%
Acute Oral Toxicity (c) I 0.4736 47.36%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.6296 62.96%
Glucocorticoid receptor binding + 0.7448 74.48%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.7045 70.45%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9870 98.70%

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 99.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.57% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 95.03% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.74% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.44% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.07% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.65% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.40% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 89.65% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.35% 97.33%
CHEMBL4040 P28482 MAP kinase ERK2 88.84% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.63% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.54% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.99% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.69% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.79% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.68% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.57% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.33% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.18% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.85% 96.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.10% 88.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.30% 92.88%

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 162949447
LOTUS LTS0128108
wikiData Q105034715