Sennidin A

Details

• Internal ID: c1fe7f61-c17f-4c14-bfab-ffc145afacc9
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: (9R)-9-[(9R)-2-carboxy-4,5-dihydroxy-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-10-oxo-9H-anthracene-2-carboxylic acid
• 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)C(=O)O)C=C(C=C3O)C(=O)O
• 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)C(=O)O)C=C(C=C3O)C(=O)O
• InChI: InChI=1S/C30H18O10/c31-17-5-1-3-13-21(15-7-11(29(37)38)9-19(33)25(15)27(35)23(13)17)22-14-4-2-6-18(32)24(14)28(36)26-16(22)8-12(30(39)40)10-20(26)34/h1-10,21-22,31-34H,(H,37,38)(H,39,40)/t21-,22-/m1/s1
• InChI Key: JPMRHWLJLNKRTJ-FGZHOGPDSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.08999677 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• Dihydroxydianthrone
• 641-12-3
• UNII-O8793FIM31
• O8793FIM31
• EINECS 211-371-5
• (9,9'-Bianthracene)-2,2'-dicarboxylic acid, 9,9',10,10'-tetrahydro-4,4',5,5'-tetrahydroxy-10,10'-dioxo-, (R*,R*)-(+)-
• SennidinA
• (9R)-9-[(9R)-2-carboxy-4,5-dihydroxy-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-10-oxo-9H-anthracene-2-carboxylic acid
• (R*,R*)-(+)-9,9',10,10'-Tetrahydro-4,4',5,5'-tetrahydroxy-10,10'-dioxo(9,9'-bianthracene)-2,2'-dicarboxylic acid
• (R*,R*)-(+)-9,9',10,10'-tetrahydro-4,4',5,5'-tetrahydroxy-10,10'-dioxo[9,9'-bianthracene]-2,2'-dicarboxylic acid
• CHEMBL5197294
• SCHEMBL17166294
• DTXSID601318488
• HY-N6936
• AKOS030573520
• CS-0027785
• A14836
• Q27285465
• (9,9'-Bianthracene)-2,2'-dicarboxylic acid, 9,9',10,10'-tetrahydro-4,4',5,5'-tetrahydroxy-10,10'-dioxo-, (R*,R*)-(+)-
• (9,9'-BIANTHRACENE)-2,2'-DICARBOXYLIC ACID, 9,9',10,10'-TETRAHYDRO-4,4',5,5'-TETRAHYDROXY-10,10'-DIOXO-, (9R,9'R)-REL-(+)-
• (9R,9'R)-4,4',5,5'-Tetrahydroxy-9,9',10,10'-tetrahydro-10,10'-dioxo-9,9'-bianthracene-2,2'-dicarboxylic acid
• 9,9'-Bianthracene]-2,2'-dicarboxylic acid, 9,9',10,10'-tetrahydro-4,4',5,5'-tetrahydroxy-10,10'-dioxo-, (9R,9'R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8726	87.26%
OATP2B1 inhibitior	+	0.5707	57.07%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7314	73.14%
P-glycoprotein inhibitior	-	0.7899	78.99%
P-glycoprotein substrate	-	0.9298	92.98%
CYP3A4 substrate	-	0.5901	59.01%
CYP2C9 substrate	-	0.6585	65.85%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	+	0.6877	68.77%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	-	0.7217	72.17%
CYP2C8 inhibition	+	0.4538	45.38%
CYP inhibitory promiscuity	-	0.8851	88.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7836	78.36%
Carcinogenicity (trinary)	Non-required	0.4878	48.78%
Eye corrosion	-	0.9953	99.53%
Eye irritation	+	0.7001	70.01%
Skin irritation	+	0.6380	63.80%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5363	53.63%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.9250	92.50%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	II	0.6387	63.87%
Estrogen receptor binding	-	0.5413	54.13%
Androgen receptor binding	+	0.6389	63.89%
Thyroid receptor binding	-	0.6796	67.96%
Glucocorticoid receptor binding	+	0.6471	64.71%
Aromatase binding	-	0.7635	76.35%
PPAR gamma	+	0.7068	70.68%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

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	94.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.32%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL3194	P02766	Transthyretin	87.03%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.82%	93.03%
CHEMBL2535	P11166	Glucose transporter	84.13%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.31%	93.40%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.00%	99.15%

Plants that contains it

• Albizia myriophylla
• Amphorogyne spicata
• Anaphalis lactea
• Anchusa azurea
• Balanophora laxiflora
• Benincasa hispida
• Carduus tenuiflorus
• Chaiturus marrubiastrum
• Cryptochilus strictus
• Degenia velebitica
• Delphinium nuttallianum
• Delphinium virgatum
• Dillenia indica
• Dipsacus dipsacoides
• Erythrophleum ivorense
• Grangea maderaspatana
• Helichrysum chionosphaerum
• Jacquemontia paniculata
• Leptocereus quadricostatus
• Lespedeza tomentosa
• Lupinus argenteus subsp. argenteus
• Mandragora officinarum
• Metrodorea nigra
• Nepeta granatensis
• Onobrychis arenaria
• Petunia inflata
• Phedimus selskanianus
• Photinia serratifolia
• Pittocaulon praecox
• Quercus rubra
• Rheum officinale
• Rheum palmatum
• Rheum tanguticum
• Rosa villosa
• Salvia greggii
• Senecio behnii
• Senna alexandrina
• Sticherus quadripartitus
• Tagetes filifolia
• Tanacetum coccineum
• Verbascum densiflorum

Cross-Links

• PubChem: 92826
• NPASS: NPC307058
• LOTUS: LTS0053944
• wikiData: Q27285465