(3S,5R)-1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptane-3,5-diol

Details

• Internal ID: 1b0b0f6d-9f0b-4654-8612-f2bb4937cc68
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (3S,5R)-1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptane-3,5-diol
• InChI: InChI=1S/C20H26O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-6,9,12-13,17-18,21-23H,7-8,10-11,14H2,1H3/t17-,18+/m1/s1
• InChI Key: GGNVNVJXTWDKHG-MSOLQXFVSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	+	0.5406	54.06%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8587	85.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5795	57.95%
P-glycoprotein inhibitior	-	0.6620	66.20%
P-glycoprotein substrate	+	0.5627	56.27%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.5082	50.82%
CYP3A4 inhibition	-	0.7134	71.34%
CYP2C9 inhibition	-	0.6448	64.48%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8052	80.52%
CYP1A2 inhibition	+	0.6797	67.97%
CYP2C8 inhibition	+	0.6621	66.21%
CYP inhibitory promiscuity	-	0.6270	62.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8154	81.54%
Skin irritation	-	0.6682	66.82%
Skin corrosion	-	0.8328	83.28%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7683	76.83%
Micronuclear	-	0.7741	77.41%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.7204	72.04%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.5452	54.52%
Aromatase binding	-	0.5244	52.44%
PPAR gamma	+	0.6157	61.57%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9131	91.31%

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	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	93.26%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	90.90%	93.31%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	90.79%	100.00%
CHEMBL2535	P11166	Glucose transporter	90.60%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.99%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.92%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.17%	94.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.79%	95.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.23%	94.08%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 26436283
• LOTUS: LTS0161352
• wikiData: Q105008230