Peaurantiogriseol E

Details

• Internal ID: e2b4cc15-5e4d-45c4-b39e-edc2ccf5323e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aS,6aR,8R,10aR,10bR)-8-(hydroxymethyl)-4a,10b-dimethyl-2,3,6a,7,8,9,10,10a-octahydrobenzo[f]chromen-1-one
• SMILES (Canonical): CC12C=CC3CC(CCC3C1(C(=O)CCO2)C)CO
• SMILES (Isomeric): C[C@]12C=C[C@H]3C[C@@H](CC[C@H]3[C@]1(C(=O)CCO2)C)CO
• InChI: InChI=1S/C16H24O3/c1-15-7-5-12-9-11(10-17)3-4-13(12)16(15,2)14(18)6-8-19-15/h5,7,11-13,17H,3-4,6,8-10H2,1-2H3/t11-,12+,13-,15+,16+/m1/s1
• InChI Key: KWZDAZLEQWOPGV-WALBABNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.8429	84.29%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7527	75.27%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6082	60.82%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.6216	62.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8210	82.10%
CYP3A4 inhibition	-	0.8420	84.20%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.7448	74.48%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.8222	82.22%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9808	98.08%
Skin irritation	-	0.7715	77.15%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4887	48.87%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5024	50.24%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5414	54.14%
Acute Oral Toxicity (c)	III	0.5600	56.00%
Estrogen receptor binding	+	0.6260	62.60%
Androgen receptor binding	-	0.5391	53.91%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	-	0.4652	46.52%
Aromatase binding	+	0.6377	63.77%
PPAR gamma	-	0.6574	65.74%
Honey bee toxicity	-	0.9085	90.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7690	76.90%

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	96.93%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.50%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.25%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.01%	100.00%
CHEMBL1871	P10275	Androgen Receptor	87.00%	96.43%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.43%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588522
• LOTUS: LTS0114442
• wikiData: Q105147225