popolohuanone A

Details

• Internal ID: aebf6a02-eec8-4efd-a985-f414bb306a2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-6-[3-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-4-hydroxyanilino]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1CCC2(C(C1(C)CC3=CC(=O)C=C(C3=O)NC4=CC(=C(C=C4)O)CC5(C(CCC6(C5CCCC6=C)C)C)C)CCCC2=C)C
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]([C@]1(C)CC3=CC(=O)C=C(C3=O)NC4=CC(=C(C=C4)O)C[C@@]5([C@H](CC[C@@]6([C@H]5CCCC6=C)C)C)C)CCCC2=C)C
• InChI: InChI=1S/C42H57NO3/c1-26-11-9-13-36-39(26,5)19-17-28(3)41(36,7)24-30-21-32(15-16-35(30)45)43-34-23-33(44)22-31(38(34)46)25-42(8)29(4)18-20-40(6)27(2)12-10-14-37(40)42/h15-16,21-23,28-29,36-37,43,45H,1-2,9-14,17-20,24-25H2,3-8H3/t28-,29-,36+,37+,39-,40-,41+,42+/m0/s1
• InChI Key: NBPZGPLJHHQVRR-AQQSNAICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₇NO₃
• Molecular Weight: 623.90 g/mol
• Exact Mass: 623.43384468 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 11.40
• Atomic LogP (AlogP): 10.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 2-(((1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)methyl)-6-(3-(((1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)methyl)-4-hydroxyanilino)cyclohexa-2,5-diene-1,4-dione
• 2-(((1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)methyl)-6-(3-(((1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)methyl)-4-hydroxyanilino)cyclohexa-2,5-diene-1,4-dione
• 2-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-6-[3-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-4-hydroxyanilino]cyclohexa-2,5-diene-1,4-dione
• 2-[[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-6-[3-[[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-4-hydroxyanilino]cyclohexa-2,5-diene-1,4-dione
• RefChem:175259
• CHEMBL1098249
• SCHEMBL31536152

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8158	81.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	+	0.5686	56.86%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9637	96.37%
P-glycoprotein inhibitior	+	0.8207	82.07%
P-glycoprotein substrate	-	0.6615	66.15%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.5252	52.52%
CYP2C9 inhibition	-	0.5558	55.58%
CYP2C19 inhibition	+	0.5611	56.11%
CYP2D6 inhibition	-	0.8122	81.22%
CYP1A2 inhibition	+	0.5833	58.33%
CYP2C8 inhibition	+	0.6614	66.14%
CYP inhibitory promiscuity	+	0.8301	83.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7911	79.11%
Carcinogenicity (trinary)	Non-required	0.5849	58.49%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8657	86.57%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5265	52.65%
skin sensitisation	-	0.8009	80.09%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7874	78.74%
Thyroid receptor binding	+	0.6371	63.71%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.6695	66.95%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.8436	84.36%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.12%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.91%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.15%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	90.95%	96.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.08%	91.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.96%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.14%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.47%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.15%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	84.10%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.57%	91.38%
CHEMBL340	P08684	Cytochrome P450 3A4	83.23%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.26%	93.99%
CHEMBL2581	P07339	Cathepsin D	81.13%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.07%	93.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.01%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46886871
• LOTUS: LTS0071154
• wikiData: Q105176909