pycnanthulignene A

Details

• Internal ID: d524288f-4511-4456-a9a1-b1f162efdb77
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: 4-[(1S,2R)-6,7-dimethoxy-2,3-dimethyl-1,2-dihydronaphthalen-1-yl]phenol
• SMILES (Canonical): CC1C(C2=CC(=C(C=C2C=C1C)OC)OC)C3=CC=C(C=C3)O
• SMILES (Isomeric): C[C@@H]1[C@H](C2=CC(=C(C=C2C=C1C)OC)OC)C3=CC=C(C=C3)O
• InChI: InChI=1S/C20H22O3/c1-12-9-15-10-18(22-3)19(23-4)11-17(15)20(13(12)2)14-5-7-16(21)8-6-14/h5-11,13,20-21H,1-4H3/t13-,20-/m0/s1
• InChI Key: HCDYEUTVLWYHQC-RBZFPXEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL1087927
• NSC748395
• NSC-748395

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8785	87.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8173	81.73%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7568	75.68%
P-glycoprotein inhibitior	-	0.4890	48.90%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	+	0.5497	54.97%
CYP2C9 substrate	-	0.5681	56.81%
CYP2D6 substrate	+	0.3514	35.14%
CYP3A4 inhibition	+	0.6889	68.89%
CYP2C9 inhibition	+	0.6064	60.64%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.8699	86.99%
CYP1A2 inhibition	+	0.7516	75.16%
CYP2C8 inhibition	+	0.7520	75.20%
CYP inhibitory promiscuity	+	0.8813	88.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8681	86.81%
Carcinogenicity (trinary)	Non-required	0.4687	46.87%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.7174	71.74%
Skin irritation	-	0.6889	68.89%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7933	79.33%
Micronuclear	+	0.6218	62.18%
Hepatotoxicity	-	0.6134	61.34%
skin sensitisation	-	0.7362	73.62%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5802	58.02%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.7257	72.57%
Thyroid receptor binding	+	0.7722	77.22%
Glucocorticoid receptor binding	+	0.7800	78.00%
Aromatase binding	+	0.6943	69.43%
PPAR gamma	+	0.6985	69.85%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.18%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.54%	92.94%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.80%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.81%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.13%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.91%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.71%	97.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.65%	89.67%

Plants that contains it

• Pycnanthus angolensis

Cross-Links

• PubChem: 46186375
• LOTUS: LTS0116507
• wikiData: Q105025628