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Bisisodiospyrin

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 cf9e0c21-bdba-4d0f-83c3-5b2d2c817cc6
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 8-hydroxy-2-[8-hydroxy-7-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-6-methyl-1,4-dioxonaphthalen-2-yl]-7-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-6-methylnaphthalene-1,4-dione
SMILES (Canonical) CC1=CC2=C(C(=C1C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)O)C(=O)C(=CC2=O)C5=CC(=O)C6=C(C5=O)C(=C(C(=C6)C)C7=C8C(=O)C=CC(=O)C8=C(C=C7C)O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)O)C(=O)C(=CC2=O)C5=CC(=O)C6=C(C5=O)C(=C(C(=C6)C)C7=C8C(=O)C=CC(=O)C8=C(C=C7C)O)O
InChI InChI=1S/C44H26O12/c1-15-9-21-27(49)13-19(41(53)35(21)43(55)33(15)31-17(3)11-29(51)37-23(45)5-7-25(47)39(31)37)20-14-28(50)22-10-16(2)34(44(56)36(22)42(20)54)32-18(4)12-30(52)38-24(46)6-8-26(48)40(32)38/h5-14,51-52,55-56H,1-4H3
InChI Key HIBRRCAYIWFCBY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H26O12
Molecular Weight 746.70 g/mol
Exact Mass 746.14242626 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.26
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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30276-87-0
3DEY9X7TZX
1',4,4''',8''-Tetrahydroxy-2,2''',3',6''-tetramethyl-[1,2':7',2'':7'',1'''-quaternaphthalen]-1'',4'',5,5',5''',8,8',8'''-octaone
UNII-3DEY9X7TZX
DTXSID70184366
(1,2':7',2'':7'',1'''-Quaternaphthalene)-1'',4'',5,5'5''',8,8',8'''-octone, 1',4,4''',8''-tetrahydroxy-2,2''',3',6''-tetramethyl-
8-hydroxy-2-[8-hydroxy-7-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-6-methyl-1,4-dioxonaphthalen-2-yl]-7-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-6-methylnaphthalene-1,4-dione
[1,2':7',2'':7'',1'''-Quaternaphthalene]-1'',4'',5,5',5''',8,8',8'''-octone, 1',4,4''',8''-tetrahydroxy-2,2''',3',6''-tetramethyl-
6-METHYL-2-(6-METHYL-7-(2-METHYL-4-OXIDANYL-5,8-BIS(OXIDANYLIDENE)NAPHTHALEN-1-YL)-8-OXIDANYL-1,4-BIS(OXIDANYLIDENE)NAPHTHALEN-2-YL)-7-(2-METHYL-4-OXIDANYL-5,8-BIS(OXIDANYLIDENE)NAPHTHALEN-1-YL)-8-OXIDANYL-NAPHTHALENE-1,4-DIONE

2D Structure

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2D Structure of Bisisodiospyrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 - 0.8324 83.24%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8868 88.68%
OATP2B1 inhibitior + 0.7121 71.21%
OATP1B1 inhibitior + 0.8913 89.13%
OATP1B3 inhibitior + 0.8269 82.69%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9301 93.01%
P-glycoprotein inhibitior + 0.7680 76.80%
P-glycoprotein substrate - 0.8655 86.55%
CYP3A4 substrate + 0.5314 53.14%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate - 0.8665 86.65%
CYP3A4 inhibition - 0.7313 73.13%
CYP2C9 inhibition + 0.8800 88.00%
CYP2C19 inhibition + 0.6631 66.31%
CYP2D6 inhibition - 0.8055 80.55%
CYP1A2 inhibition + 0.9027 90.27%
CYP2C8 inhibition - 0.8154 81.54%
CYP inhibitory promiscuity + 0.8086 80.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8288 82.88%
Carcinogenicity (trinary) Non-required 0.4923 49.23%
Eye corrosion - 0.9965 99.65%
Eye irritation - 0.8489 84.89%
Skin irritation - 0.6334 63.34%
Skin corrosion - 0.9633 96.33%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7959 79.59%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6732 67.32%
skin sensitisation - 0.7043 70.43%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6662 66.62%
Acute Oral Toxicity (c) III 0.5592 55.92%
Estrogen receptor binding + 0.7817 78.17%
Androgen receptor binding + 0.7230 72.30%
Thyroid receptor binding + 0.6004 60.04%
Glucocorticoid receptor binding + 0.6825 68.25%
Aromatase binding + 0.5307 53.07%
PPAR gamma + 0.7079 70.79%
Honey bee toxicity - 0.9499 94.99%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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 96.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.02% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.70% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.32% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.71% 96.67%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.89% 96.21%
CHEMBL1951 P21397 Monoamine oxidase A 85.52% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.20% 93.40%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.36% 93.03%
CHEMBL4208 P20618 Proteasome component C5 81.90% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.69% 90.71%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.18% 95.52%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.15% 99.23%

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 morrisiana

Cross-Links

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PubChem 169144
LOTUS LTS0177987
wikiData Q83055298