Ligraminol D

Details

• Internal ID: 9d29d044-3866-4546-a471-7b1cb4d79091
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (2S)-3-(3,4-dimethoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propan-1-ol
• SMILES (Canonical): COC1=C(C=C(C=C1)CC(CO)OC2=C(C=C(C=C2)CCCO)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C[C@@H](CO)OC2=C(C=C(C=C2)CCCO)OC)OC
• InChI: InChI=1S/C21H28O6/c1-24-18-8-7-16(13-20(18)25-2)11-17(14-23)27-19-9-6-15(5-4-10-22)12-21(19)26-3/h6-9,12-13,17,22-23H,4-5,10-11,14H2,1-3H3/t17-/m0/s1
• InChI Key: MWNKZXPDVFFATH-KRWDZBQOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• CHEBI:69666
• CHEMBL1928004
• Q27138007

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.7390	73.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8836	88.36%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8758	87.58%
P-glycoprotein inhibitior	+	0.8189	81.89%
P-glycoprotein substrate	+	0.5556	55.56%
CYP3A4 substrate	+	0.5497	54.97%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	+	0.4534	45.34%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.6714	67.14%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.5592	55.92%
CYP2C8 inhibition	+	0.7680	76.80%
CYP inhibitory promiscuity	-	0.7342	73.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8077	80.77%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8292	82.92%
Micronuclear	-	0.7782	77.82%
Hepatotoxicity	-	0.6821	68.21%
skin sensitisation	-	0.7895	78.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.8155	81.55%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	+	0.6275	62.75%
Thyroid receptor binding	+	0.7152	71.52%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	-	0.7264	72.64%
PPAR gamma	+	0.6554	65.54%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7204	72.04%
Fish aquatic toxicity	-	0.4315	43.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.77%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.36%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL2535	P11166	Glucose transporter	87.67%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.95%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.50%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.82%	96.09%
CHEMBL2885	P07451	Carbonic anhydrase III	82.55%	87.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.45%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.06%	96.95%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus

Cross-Links

• PubChem: 56599266
• NPASS: NPC71090
• ChEMBL: CHEMBL1928004
• LOTUS: LTS0199294
• wikiData: Q27138007