(1S,2S,3S)-1,2-bis(4-methoxyphenyl)butane-1,3-diol

Details

• Internal ID: 0d9b075a-4b7c-453e-a861-108408e5a54e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (1S,2S,3S)-1,2-bis(4-methoxyphenyl)butane-1,3-diol
• SMILES (Canonical): CC(C(C1=CC=C(C=C1)OC)C(C2=CC=C(C=C2)OC)O)O
• SMILES (Isomeric): C[C@@H]([C@H](C1=CC=C(C=C1)OC)[C@@H](C2=CC=C(C=C2)OC)O)O
• InChI: InChI=1S/C18H22O4/c1-12(19)17(13-4-8-15(21-2)9-5-13)18(20)14-6-10-16(22-3)11-7-14/h4-12,17-20H,1-3H3/t12-,17+,18+/m0/s1
• InChI Key: KKTBJMXEKPXZHK-JBBXEZCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9607	96.07%
Caco-2	+	0.8268	82.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5915	59.15%
P-glycoprotein inhibitior	-	0.6186	61.86%
P-glycoprotein substrate	-	0.9256	92.56%
CYP3A4 substrate	-	0.6627	66.27%
CYP2C9 substrate	-	0.7865	78.65%
CYP2D6 substrate	+	0.4126	41.26%
CYP3A4 inhibition	+	0.6724	67.24%
CYP2C9 inhibition	-	0.7790	77.90%
CYP2C19 inhibition	+	0.5202	52.02%
CYP2D6 inhibition	-	0.8420	84.20%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	-	0.9769	97.69%
CYP inhibitory promiscuity	+	0.6675	66.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6568	65.68%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.8287	82.87%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3957	39.57%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6585	65.85%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6303	63.03%
Acute Oral Toxicity (c)	III	0.7845	78.45%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	-	0.5846	58.46%
Aromatase binding	-	0.5205	52.05%
PPAR gamma	+	0.6131	61.31%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8909	89.09%

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	96.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.72%	85.14%
CHEMBL4208	P20618	Proteasome component C5	91.76%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.64%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.51%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.09%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.93%	94.97%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.55%	100.00%

Plants that contains it

• Albizia julibrissin
• Anacardium occidentale
• Anchusa officinalis
• Caryopteris mongholica
• Dalbergia rubiginosa
• Euphorbia kansui
• Illicium verum
• Mappia nimmoniana
• Mesembryanthemum tortuosum
• Satureja atropatana

Cross-Links

• PubChem: 10780691
• NPASS: NPC257451