Alnusone

Details

• Internal ID: fefd9e16-3cd3-4ff1-ae80-43d921946567
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: (10E)-3,17-dihydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),10,14(18),15-heptaen-9-one
• SMILES (Canonical): C1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CCC(=O)C=C1)O
• SMILES (Isomeric): C\1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CCC(=O)/C=C1)O
• InChI: InChI=1S/C19H18O3/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/h2,4,6-7,9-12,21-22H,1,3,5,8H2/b4-2+
• InChI Key: VWORGKSAVUQKSQ-DUXPYHPUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL4864040
• AKOS040761337

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.9660	96.60%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8754	87.54%
P-glycoprotein inhibitior	-	0.8304	83.04%
P-glycoprotein substrate	-	0.9508	95.08%
CYP3A4 substrate	-	0.5902	59.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8158	81.58%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5722	57.22%
CYP2C19 inhibition	+	0.7042	70.42%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	+	0.8893	88.93%
CYP2C8 inhibition	-	0.9164	91.64%
CYP inhibitory promiscuity	-	0.5386	53.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8340	83.40%
Carcinogenicity (trinary)	Warning	0.4531	45.31%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.9216	92.16%
Skin irritation	-	0.5572	55.72%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7617	76.17%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.6358	63.58%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.7611	76.11%
Androgen receptor binding	+	0.7826	78.26%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	+	0.7400	74.00%
PPAR gamma	+	0.9253	92.53%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	98.55%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.05%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.68%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	87.68%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%

Plants that contains it

• Alnus japonica
• Piper hymenophyllum

Cross-Links

• PubChem: 12751128
• LOTUS: LTS0226324
• wikiData: Q105378954