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(1aS,7aS)-6-[6-[(1aS,7aS)-3-hydroxy-5-methyl-2,7-dioxo-1a,7a-dihydronaphtho[2,3-b]oxiren-4-yl]-1-hydroxy-3-methyl-5,8-dioxonaphthalen-2-yl]-3-hydroxy-4-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione

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 fec4ce18-c6ab-4803-8d96-8ab6f6f12eea
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name (1aS,7aS)-6-[6-[(1aS,7aS)-3-hydroxy-5-methyl-2,7-dioxo-1a,7a-dihydronaphtho[2,3-b]oxiren-4-yl]-1-hydroxy-3-methyl-5,8-dioxonaphthalen-2-yl]-3-hydroxy-4-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=C(C4=C(C(=O)C5C(C4=O)O5)C(=C3C)C6=C(C7=C(C=C6C)C(=O)C(=CC7=O)C8=C(C9=C(C=C8C)C(=O)C1C(C9=O)O1)O)O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=C(C4=C(C(=O)[C@@H]5[C@@H](C4=O)O5)C(=C3C)C6=C(C7=C(C=C6C)C(=O)C(=CC7=O)C8=C(C9=C(C=C8C)C(=O)[C@@H]1[C@@H](C9=O)O1)O)O)O
InChI InChI=1S/C44H26O14/c1-11-5-15-27(20(45)6-11)21(46)10-19(32(15)48)25-14(4)26(30-31(37(25)53)40(56)44-43(58-44)39(30)55)24-13(3)8-16-28(36(24)52)22(47)9-18(33(16)49)23-12(2)7-17-29(35(23)51)38(54)42-41(57-42)34(17)50/h5-10,41-45,51-53H,1-4H3/t41-,42-,43-,44-/m1/s1
InChI Key MAFARFGSWMJHCN-OWIHLRRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H26O14
Molecular Weight 778.70 g/mol
Exact Mass 778.13225550 g/mol
Topological Polar Surface Area (TPSA) 243.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 4.63
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aS,7aS)-6-[6-[(1aS,7aS)-3-hydroxy-5-methyl-2,7-dioxo-1a,7a-dihydronaphtho[2,3-b]oxiren-4-yl]-1-hydroxy-3-methyl-5,8-dioxonaphthalen-2-yl]-3-hydroxy-4-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.8475 84.75%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7105 71.05%
OATP2B1 inhibitior + 0.5821 58.21%
OATP1B1 inhibitior + 0.8171 81.71%
OATP1B3 inhibitior + 0.8915 89.15%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5680 56.80%
P-glycoprotein inhibitior + 0.7635 76.35%
P-glycoprotein substrate - 0.7197 71.97%
CYP3A4 substrate + 0.6445 64.45%
CYP2C9 substrate - 0.8057 80.57%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.6916 69.16%
CYP2C9 inhibition + 0.6007 60.07%
CYP2C19 inhibition + 0.5834 58.34%
CYP2D6 inhibition - 0.9036 90.36%
CYP1A2 inhibition - 0.6891 68.91%
CYP2C8 inhibition + 0.4769 47.69%
CYP inhibitory promiscuity + 0.6683 66.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9643 96.43%
Carcinogenicity (trinary) Non-required 0.4532 45.32%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8930 89.30%
Skin irritation - 0.6629 66.29%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7361 73.61%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.7052 70.52%
skin sensitisation - 0.7394 73.94%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5738 57.38%
Acute Oral Toxicity (c) III 0.4465 44.65%
Estrogen receptor binding + 0.7990 79.90%
Androgen receptor binding + 0.7245 72.45%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.7554 75.54%
Aromatase binding + 0.6038 60.38%
PPAR gamma + 0.6726 67.26%
Honey bee toxicity - 0.9003 90.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.09% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.90% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.58% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.22% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.51% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.66% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.33% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.53% 96.21%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.44% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 88.33% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.21% 94.00%
CHEMBL4530 P00488 Coagulation factor XIII 84.48% 96.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.61% 90.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.65% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.00% 96.95%

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.
Diospyros mafiensis

Cross-Links

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PubChem 162965269
LOTUS LTS0179856
wikiData Q105160305