Nigriterpene B

Details

• Internal ID: 68b7e9c9-2e3b-480e-b9a8-ee7e0a388f8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aR,5S,9aR)-4-hydroxy-3,4a,5-trimethyl-4,5,6,9a-tetrahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CC=CC2=CC3C(=C(C(=O)O3)C)C(C12C)O
• SMILES (Isomeric): C[C@H]1CC=CC2=C[C@@H]3C(=C(C(=O)O3)C)[C@@H]([C@]12C)O
• InChI: InChI=1S/C15H18O3/c1-8-5-4-6-10-7-11-12(9(2)14(17)18-11)13(16)15(8,10)3/h4,6-8,11,13,16H,5H2,1-3H3/t8-,11+,13-,15+/m0/s1
• InChI Key: REDCHDCEWXJRTR-XHFWKOTNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL4080739

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8515	85.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5316	53.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7921	79.21%
P-glycoprotein inhibitior	-	0.9079	90.79%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	+	0.6248	62.48%
CYP2C8 inhibition	-	0.8922	89.22%
CYP inhibitory promiscuity	-	0.5270	52.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.3577	35.77%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9700	97.00%
Skin irritation	+	0.5905	59.05%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5372	53.72%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6325	63.25%
skin sensitisation	-	0.6201	62.01%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.4135	41.35%
Estrogen receptor binding	-	0.6508	65.08%
Androgen receptor binding	-	0.5437	54.37%
Thyroid receptor binding	-	0.6009	60.09%
Glucocorticoid receptor binding	-	0.5909	59.09%
Aromatase binding	-	0.7430	74.30%
PPAR gamma	+	0.5494	54.94%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	92.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	86.39%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.32%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132961834
• LOTUS: LTS0009555
• wikiData: Q105234669