Nigrosirpexin A

Details

• Internal ID: 2e19ca9f-9f45-4408-9052-1e59bd309051
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3R,3aR,4R,6S,6aS)-6,8,8-trimethyl-3,3a,4,5,6,6a,7,9-octahydro-1H-azuleno[4,5-c]furan-3,4-diol
• SMILES (Canonical): CC1CC(C2C(OCC2=C3C1CC(C3)(C)C)O)O
• SMILES (Isomeric): C[C@H]1C[C@H]([C@@H]2[C@@H](OCC2=C3[C@H]1CC(C3)(C)C)O)O
• InChI: InChI=1S/C15H24O3/c1-8-4-12(16)13-11(7-18-14(13)17)10-6-15(2,3)5-9(8)10/h8-9,12-14,16-17H,4-7H2,1-3H3/t8-,9-,12+,13+,14+/m0/s1
• InChI Key: KVVXWIGSXBNYJY-PWHOCRISSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3R,3aR,4R,6S,6aS)-6,8,8-trimethyl-3,3a,4,5,6,6a,7,9-octahydro-1H-azuleno(4,5-c)furan-3,4-diol
• (3R,3aR,4R,6S,6aS)-6,8,8-trimethyl-3,3a,4,5,6,6a,7,9-octahydro-1H-azuleno[4,5-c]furan-3,4-diol
• RefChem:165874
• CHEBI:207222
• (3R,3aR,4R,6S,6aS)-6,8,8-trimethyl-3,3a,4,5,6,6a,7,9-octahydro-1H-azuleno[4,5-c]uran-3,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.5087	50.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5157	51.57%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9005	90.05%
P-glycoprotein substrate	-	0.6653	66.53%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.7386	73.86%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.6911	69.11%
CYP2C8 inhibition	-	0.8572	85.72%
CYP inhibitory promiscuity	-	0.8610	86.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5345	53.45%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.7184	71.84%
Skin irritation	-	0.6819	68.19%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5769	57.69%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7686	76.86%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7170	71.70%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5534	55.34%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	-	0.6311	63.11%
Androgen receptor binding	-	0.5619	56.19%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	-	0.6488	64.88%
Aromatase binding	-	0.7766	77.66%
PPAR gamma	-	0.6404	64.04%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9470	94.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	95.86%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.01%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.93%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.59%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.63%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682808
• LOTUS: LTS0185954
• wikiData: Q105146761