(10S)-10-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10H-anthracen-9-one

Details

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Internal ID f9d2ce3e-25fe-4f14-8b0f-556f8aff657e
Taxonomy Benzenoids > Anthracenes
IUPAC Name (10S)-10-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10H-anthracen-9-one
SMILES (Canonical) C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C5=C(C(=CC=C5)O)C(=O)C6=C4C=C(C=C6O)CO)C=C(C=C3O)CO
SMILES (Isomeric) C1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4C5=C(C(=CC=C5)O)C(=O)C6=C4C=C(C=C6O)CO)C=C(C=C3O)CO
InChI InChI=1S/C30H22O8/c31-11-13-7-17-23(15-3-1-5-19(33)25(15)29(37)27(17)21(35)9-13)24-16-4-2-6-20(34)26(16)30(38)28-18(24)8-14(12-32)10-22(28)36/h1-10,23-24,31-36H,11-12H2/t23-,24+
InChI Key UKTUEGXCIOJVKY-PSWAGMNNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H22O8
Molecular Weight 510.50 g/mol
Exact Mass 510.13146766 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (10S)-10-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10H-anthracen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 - 0.8218 82.18%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8624 86.24%
OATP2B1 inhibitior + 0.5691 56.91%
OATP1B1 inhibitior + 0.7455 74.55%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6937 69.37%
P-glycoprotein inhibitior - 0.6020 60.20%
P-glycoprotein substrate - 0.8910 89.10%
CYP3A4 substrate - 0.5237 52.37%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8187 81.87%
CYP3A4 inhibition - 0.7957 79.57%
CYP2C9 inhibition + 0.6602 66.02%
CYP2C19 inhibition - 0.5096 50.96%
CYP2D6 inhibition - 0.8172 81.72%
CYP1A2 inhibition + 0.6792 67.92%
CYP2C8 inhibition - 0.6923 69.23%
CYP inhibitory promiscuity + 0.5290 52.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7787 77.87%
Carcinogenicity (trinary) Non-required 0.5639 56.39%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.6503 65.03%
Skin irritation - 0.6802 68.02%
Skin corrosion - 0.9727 97.27%
Ames mutagenesis + 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3874 38.74%
Micronuclear + 0.6459 64.59%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8748 87.48%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5525 55.25%
Acute Oral Toxicity (c) II 0.4471 44.71%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.6885 68.85%
Thyroid receptor binding - 0.6687 66.87%
Glucocorticoid receptor binding + 0.7379 73.79%
Aromatase binding - 0.5336 53.36%
PPAR gamma + 0.8397 83.97%
Honey bee toxicity - 0.8949 89.49%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9607 96.07%

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
CHEMBL2581 P07339 Cathepsin D 96.55% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.90% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.94% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.90% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 85.34% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.84% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.53% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 80.59% 95.93%

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.
Senna alexandrina

Cross-Links

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PubChem 162883504
LOTUS LTS0237366
wikiData Q105274901