Nigrospin A

Details

• Internal ID: 831b046c-efa5-4d0c-a952-bac2db35f069
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: (8R,9S)-8,9-dihydroxy-7,7-dimethyl-8,9-dihydro-1H-pyrano[2,3-g]indole-3-carboxylic acid
• InChI: InChI=1S/C14H15NO5/c1-14(2)12(17)11(16)9-8(20-14)4-3-6-7(13(18)19)5-15-10(6)9/h3-5,11-12,15-17H,1-2H3,(H,18,19)/t11-,12+/m0/s1
• InChI Key: LGDYFFQYPZQWFT-NWDGAFQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.09502258 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9066	90.66%
Caco-2	-	0.5919	59.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5954	59.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6450	64.50%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.8389	83.89%
CYP3A4 substrate	-	0.5604	56.04%
CYP2C9 substrate	+	0.6157	61.57%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.7989	79.89%
CYP2C9 inhibition	-	0.8475	84.75%
CYP2C19 inhibition	-	0.6423	64.23%
CYP2D6 inhibition	-	0.7744	77.44%
CYP1A2 inhibition	+	0.6703	67.03%
CYP2C8 inhibition	-	0.7021	70.21%
CYP inhibitory promiscuity	-	0.6540	65.40%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4956	49.56%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.5189	51.89%
Skin irritation	-	0.8007	80.07%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6477	64.77%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5595	55.95%
Acute Oral Toxicity (c)	III	0.5510	55.10%
Estrogen receptor binding	+	0.6265	62.65%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	+	0.6813	68.13%
Glucocorticoid receptor binding	+	0.5434	54.34%
Aromatase binding	+	0.5486	54.86%
PPAR gamma	+	0.5478	54.78%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8320	83.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	89.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585948
• LOTUS: LTS0020653
• wikiData: Q77495451