nigrospoxydon B

Details

• Internal ID: cdaa8885-f786-4c34-bd8d-ebd4d5642283
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R,5R,6S)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl] 2-(1-methoxy-1-oxo-3-phenylpropan-2-yl)oxy-4-methylpentanoate
• SMILES (Canonical): CC(C)CC(C(=O)OC1C(C(C=C(C1=O)CO)O)O)OC(CC2=CC=CC=C2)C(=O)OC
• SMILES (Isomeric): CC(C)CC(C(=O)O[C@@H]1[C@H]([C@@H](C=C(C1=O)CO)O)O)OC(CC2=CC=CC=C2)C(=O)OC
• InChI: InChI=1S/C23H30O9/c1-13(2)9-17(31-18(22(28)30-3)10-14-7-5-4-6-8-14)23(29)32-21-19(26)15(12-24)11-16(25)20(21)27/h4-8,11,13,16-18,20-21,24-25,27H,9-10,12H2,1-3H3/t16-,17?,18?,20+,21+/m1/s1
• InChI Key: WKPWSSVSBBBVAQ-VWHSNLPJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₉
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.18898253 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• CHEMBL498693

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9028	90.28%
Caco-2	-	0.7401	74.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8895	88.95%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.8810	88.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7482	74.82%
P-glycoprotein inhibitior	-	0.4525	45.25%
P-glycoprotein substrate	+	0.5081	50.81%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	0.5832	58.32%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6911	69.11%
CYP2C9 inhibition	-	0.5721	57.21%
CYP2C19 inhibition	-	0.6155	61.55%
CYP2D6 inhibition	-	0.8395	83.95%
CYP1A2 inhibition	-	0.5981	59.81%
CYP2C8 inhibition	-	0.6806	68.06%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8186	81.86%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.8632	86.32%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.7216	72.16%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7643	76.43%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	+	0.5948	59.48%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	-	0.5764	57.64%
Glucocorticoid receptor binding	+	0.6905	69.05%
Aromatase binding	-	0.5540	55.40%
PPAR gamma	+	0.5838	58.38%
Honey bee toxicity	-	0.7726	77.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9862	98.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.47%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.84%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.79%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.27%	96.47%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.06%	94.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.86%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.07%	96.00%

Plants that contains it

• Deguelia scandens
• Erythrina vogelii
• Lupinus albus
• Ulex europaeus subsp. europaeus

Cross-Links

• PubChem: 25016663
• LOTUS: LTS0257660
• wikiData: Q104970192