Nigriterpene A

Details

• Internal ID: eb46bb1b-02c9-45f6-871c-68599c4cd251
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aR,5S,9aR)-4-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9a-hexahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCCC2=CC3C(=C(C(=O)O3)C)C(C12C)O
• SMILES (Isomeric): C[C@H]1CCCC2=C[C@@H]3C(=C(C(=O)O3)C)[C@@H]([C@]12C)O
• InChI: InChI=1S/C15H20O3/c1-8-5-4-6-10-7-11-12(9(2)14(17)18-11)13(16)15(8,10)3/h7-8,11,13,16H,4-6H2,1-3H3/t8-,11+,13-,15+/m0/s1
• InChI Key: XGWYTVVEGPJXCK-XHFWKOTNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL4067359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.9236	92.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5717	57.17%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.8777	87.77%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8123	81.23%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.7884	78.84%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	+	0.8277	82.77%
CYP2C8 inhibition	-	0.8721	87.21%
CYP inhibitory promiscuity	-	0.7505	75.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4112	41.12%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9747	97.47%
Skin irritation	+	0.6463	64.63%
Skin corrosion	-	0.8874	88.74%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5984	59.84%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6551	65.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4847	48.47%
Acute Oral Toxicity (c)	III	0.4876	48.76%
Estrogen receptor binding	+	0.5336	53.36%
Androgen receptor binding	-	0.5272	52.72%
Thyroid receptor binding	-	0.5251	52.51%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7100	71.00%
PPAR gamma	-	0.5211	52.11%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.34%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.96%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.84%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.53%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132961840
• LOTUS: LTS0162573
• wikiData: Q105327888