(1R,5S)-1,5-dihydroxy-1,7-diphenylheptan-3-one

Details

• Internal ID: 9e52ec18-3893-4b4c-b007-d1c790276a3a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (1R,5S)-1,5-dihydroxy-1,7-diphenylheptan-3-one
• InChI: InChI=1S/C19H22O3/c20-17(12-11-15-7-3-1-4-8-15)13-18(21)14-19(22)16-9-5-2-6-10-16/h1-10,17,19-20,22H,11-14H2/t17-,19+/m0/s1
• InChI Key: RWQRFNIOVAJJRY-PKOBYXMFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.6478	64.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6705	67.05%
P-glycoprotein inhibitior	-	0.8088	80.88%
P-glycoprotein substrate	-	0.7434	74.34%
CYP3A4 substrate	-	0.5933	59.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3748	37.48%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.7747	77.47%
CYP2C19 inhibition	-	0.6670	66.70%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.7169	71.69%
CYP2C8 inhibition	-	0.9366	93.66%
CYP inhibitory promiscuity	-	0.7883	78.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7611	76.11%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.5747	57.47%
Skin irritation	-	0.6816	68.16%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5394	53.94%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8339	83.39%
Acute Oral Toxicity (c)	IV	0.5049	50.49%
Estrogen receptor binding	+	0.6782	67.82%
Androgen receptor binding	-	0.5113	51.13%
Thyroid receptor binding	-	0.6416	64.16%
Glucocorticoid receptor binding	-	0.6443	64.43%
Aromatase binding	+	0.5436	54.36%
PPAR gamma	+	0.6363	63.63%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9187	91.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.57%	94.62%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.70%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	88.05%	93.81%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.28%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.72%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.79%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.20%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.24%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.13%	100.00%

Plants that contains it

• Alnus sieboldiana

Cross-Links

• PubChem: 14585807
• LOTUS: LTS0101422
• wikiData: Q105246683