acerogenin E

Details

• Internal ID: 94a01c90-8d17-4772-83ab-de50d3b2d590
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: 3,17-dihydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one
• SMILES (Canonical): C1CCC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CCC(=O)C1)O
• SMILES (Isomeric): C1CCC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CCC(=O)C1)O
• InChI: InChI=1S/C19H20O3/c20-15-4-2-1-3-13-6-9-18(21)16(11-13)17-12-14(5-8-15)7-10-19(17)22/h6-7,9-12,21-22H,1-5,8H2
• InChI Key: HJJZJFOFYZSPGU-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): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL517914
• SCHEMBL23268432

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5860	58.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7688	76.88%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.9647	96.47%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.6448	64.48%
CYP2C9 substrate	-	0.7587	75.87%
CYP2D6 substrate	+	0.3545	35.45%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	+	0.5121	51.21%
CYP2C19 inhibition	+	0.5781	57.81%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	+	0.8465	84.65%
CYP2C8 inhibition	-	0.9355	93.55%
CYP inhibitory promiscuity	-	0.7299	72.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8430	84.30%
Carcinogenicity (trinary)	Non-required	0.4833	48.33%
Eye corrosion	-	0.9758	97.58%
Eye irritation	+	0.9281	92.81%
Skin irritation	-	0.5580	55.80%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4716	47.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	-	0.6445	64.45%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5105	51.05%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.8525	85.25%
Estrogen receptor binding	+	0.7078	70.78%
Androgen receptor binding	+	0.8015	80.15%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	+	0.6978	69.78%
PPAR gamma	+	0.8666	86.66%
Honey bee toxicity	-	0.9499	94.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9687	96.87%

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	97.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.95%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.09%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.66%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.80%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.71%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.16%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.37%	89.00%

Plants that contains it

• Acer maximowiczianum
• Alnus japonica
• Betula dahurica
• Betula ermanii
• Betula maximowicziana
• Betula pendula subsp. mandshurica
• Parthenocissus tricuspidata

Cross-Links

• PubChem: 10402312
• NPASS: NPC286222
• ChEMBL: CHEMBL517914
• LOTUS: LTS0057142
• wikiData: Q104403690