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2-Hydroxyaclacinomycin A

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 f0650eef-8112-4a2e-89b0-914293a3e81d
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1S,2S,4R)-4-[(2S,4S,5S,6R)-4-(dimethylamino)-5-[(2S,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,9-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H53NO16/c1-8-42(52)16-28(33-21(35(42)41(51)53-7)13-23-34(38(33)50)37(49)32-22(36(23)48)11-20(44)12-26(32)46)57-30-14-24(43(5)6)39(18(3)55-30)59-31-15-27(47)40(19(4)56-31)58-29-10-9-25(45)17(2)54-29/h11-13,17-19,24,27-31,35,39-40,44,46-47,50,52H,8-10,14-16H2,1-7H3/t17-,18+,19+,24-,27+,28+,29-,30+,31-,35+,39+,40+,42-/m0/s1
InChI Key OPLSIDPSRWNQIH-RTHNWMTRSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C42H53NO16
Molecular Weight 827.90 g/mol
Exact Mass 827.33643460 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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RefChem:909910
CHEBI:223444
methyl (1S,2S,4R)-4-[(2S,4S,5S,6R)-4-(dimethylamino)-5-[(2S,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,9-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

2D Structure

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2D Structure of 2-Hydroxyaclacinomycin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6077 60.77%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4074 40.74%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8732 87.32%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7250 72.50%
BSEP inhibitior + 0.8775 87.75%
P-glycoprotein inhibitior + 0.7597 75.97%
P-glycoprotein substrate + 0.8207 82.07%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8450 84.50%
CYP3A4 inhibition - 0.7324 73.24%
CYP2C9 inhibition - 0.8226 82.26%
CYP2C19 inhibition - 0.8119 81.19%
CYP2D6 inhibition - 0.8007 80.07%
CYP1A2 inhibition - 0.6019 60.19%
CYP2C8 inhibition + 0.5870 58.70%
CYP inhibitory promiscuity - 0.8216 82.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6062 60.62%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.7967 79.67%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis + 0.8392 83.92%
Human Ether-a-go-go-Related Gene inhibition - 0.4210 42.10%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.8427 84.27%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7895 78.95%
Acute Oral Toxicity (c) II 0.6357 63.57%
Estrogen receptor binding + 0.8758 87.58%
Androgen receptor binding + 0.8382 83.82%
Thyroid receptor binding + 0.5141 51.41%
Glucocorticoid receptor binding + 0.8611 86.11%
Aromatase binding + 0.8342 83.42%
PPAR gamma + 0.8055 80.55%
Honey bee toxicity - 0.6889 68.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8489 84.89%

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 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.50% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.27% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.02% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.52% 96.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.19% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.04% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.19% 99.23%
CHEMBL4208 P20618 Proteasome component C5 92.89% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.37% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.70% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.42% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.18% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.16% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.83% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.82% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.67% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.28% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.46% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.96% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.37% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.21% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 81.47% 96.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.08% 94.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.98% 85.11%

Plants that contains it

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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

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PubChem 139589100
LOTUS LTS0010223
wikiData Q105196427