acerogenin C

Details

• Internal ID: 417d10cc-629b-48b4-9032-53a6f781bee2
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,para-diphenylether diarylheptanoids
• IUPAC Name: 4-hydroxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),15,18-hexaen-12-one
• SMILES (Canonical): C1CCC2=CC(=C(C=C2)O)OC3=CC=C(CCC(=O)C1)C=C3
• SMILES (Isomeric): C1CCC2=CC(=C(C=C2)O)OC3=CC=C(CCC(=O)C1)C=C3
• InChI: InChI=1S/C19H20O3/c20-16-4-2-1-3-15-8-12-18(21)19(13-15)22-17-10-6-14(5-9-16)7-11-17/h6-8,10-13,21H,1-5,9H2
• InChI Key: DMCJCKWHLCLVNV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• D0M8VV
• CHEMBL589990
• SCHEMBL4112475

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6672	66.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9615	96.15%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8294	82.94%
P-glycoprotein inhibitior	-	0.6000	60.00%
P-glycoprotein substrate	-	0.9619	96.19%
CYP3A4 substrate	-	0.5827	58.27%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7135	71.35%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.6375	63.75%
CYP2C19 inhibition	+	0.5128	51.28%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	+	0.6456	64.56%
CYP2C8 inhibition	-	0.8847	88.47%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8518	85.18%
Carcinogenicity (trinary)	Non-required	0.5208	52.08%
Eye corrosion	-	0.9332	93.32%
Eye irritation	+	0.7851	78.51%
Skin irritation	-	0.5210	52.10%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3904	39.04%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6579	65.79%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5451	54.51%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5198	51.98%
Acute Oral Toxicity (c)	III	0.7920	79.20%
Estrogen receptor binding	+	0.8855	88.55%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.6199	61.99%
Aromatase binding	+	0.8822	88.22%
PPAR gamma	+	0.8254	82.54%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8946	89.46%

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	98.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.95%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.43%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.13%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.36%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.76%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.01%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.44%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.71%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.41%	98.75%

Plants that contains it

• Boswellia ovalifoliolata

Cross-Links

• PubChem: 10040223
• NPASS: NPC3221
• LOTUS: LTS0059607
• wikiData: Q104985023