Nigricanside

Details

• Internal ID: 22f01f03-c198-4e8a-acb8-d927d3cb6ed6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,5,8-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• SMILES (Canonical): C1=CC(=C2C(=C1O)C(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1O)C(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C19H18O11/c20-4-9-13(24)16(27)17(28)19(30-9)11-7(23)3-8-12(15(11)26)14(25)10-5(21)1-2-6(22)18(10)29-8/h1-3,9,13,16-17,19-24,26-28H,4H2/t9-,13-,16+,17-,19+/m1/s1
• InChI Key: LSYIVIDUPFBVAP-GQUFLPFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.30 g/mol
• Exact Mass: 422.08491139 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6665	66.65%
Caco-2	-	0.9228	92.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	+	0.5892	58.92%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8058	80.58%
P-glycoprotein inhibitior	-	0.8252	82.52%
P-glycoprotein substrate	-	0.8693	86.93%
CYP3A4 substrate	+	0.5275	52.75%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	-	0.5881	58.81%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7532	75.32%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.8093	80.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.6166	61.66%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8041	80.41%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.7049	70.49%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.7344	73.44%
Aromatase binding	+	0.6813	68.13%
PPAR gamma	+	0.6922	69.22%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.51%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.19%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.12%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.92%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.99%	99.15%
CHEMBL3194	P02766	Transthyretin	81.77%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.43%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%

Plants that contains it

• Iris domestica
• Iris nigricans

Cross-Links

• PubChem: 92029589
• NPASS: NPC231585
• LOTUS: LTS0147297
• wikiData: Q105156844