Myricananin C

Details

• Internal ID: 02729964-2033-4178-8419-3748c436c1a5
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: 3,17-dihydroxy-16-methoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one
• SMILES (Canonical): COC1=CC2=CC(=C1O)C3=C(C=CC(=C3)CCC(=O)CCCC2)O
• SMILES (Isomeric): COC1=CC2=CC(=C1O)C3=C(C=CC(=C3)CCC(=O)CCCC2)O
• InChI: InChI=1S/C20H22O4/c1-24-19-12-14-4-2-3-5-15(21)8-6-13-7-9-18(22)16(10-13)17(11-14)20(19)23/h7,9-12,22-23H,2-6,8H2,1H3
• InChI Key: KNELQMDBXBOTFN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL522962

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6507	65.07%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8675	86.75%
P-glycoprotein inhibitior	-	0.7434	74.34%
P-glycoprotein substrate	-	0.8226	82.26%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7760	77.60%
CYP2D6 substrate	+	0.4269	42.69%
CYP3A4 inhibition	-	0.6817	68.17%
CYP2C9 inhibition	-	0.5716	57.16%
CYP2C19 inhibition	+	0.6453	64.53%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	+	0.9389	93.89%
CYP2C8 inhibition	-	0.6591	65.91%
CYP inhibitory promiscuity	-	0.7038	70.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.6077	60.77%
Skin irritation	-	0.6671	66.71%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3835	38.35%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5013	50.13%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7529	75.29%
Acute Oral Toxicity (c)	III	0.7180	71.80%
Estrogen receptor binding	+	0.8570	85.70%
Androgen receptor binding	+	0.6871	68.71%
Thyroid receptor binding	-	0.5218	52.18%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	+	0.6010	60.10%
PPAR gamma	+	0.8028	80.28%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9672	96.72%

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	98.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.79%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.12%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.01%	98.75%
CHEMBL4208	P20618	Proteasome component C5	87.82%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.40%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.17%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.41%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.20%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	83.59%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.99%	99.17%

Plants that contains it

• Myrica nana

Cross-Links

• PubChem: 44579884
• NPASS: NPC152209
• LOTUS: LTS0253691
• wikiData: Q105143368