(R)-5-Hydroxy-1,7-diphenyl-3-heptanone

Details

• Internal ID: 7db0cb7e-be2c-430d-b27a-b3dd04c90c58
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (5R)-5-hydroxy-1,7-diphenylheptan-3-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC(CC(=O)CCC2=CC=CC=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC[C@H](CC(=O)CCC2=CC=CC=C2)O
• InChI: InChI=1S/C19H22O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-10,18,20H,11-15H2/t18-/m1/s1
• InChI Key: CCNKTMMNRPJQHV-GOSISDBHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• 100761-20-4
• (5R)-5-hydroxy-1,7-diphenylheptan-3-one
• (R)-5-hydroxy-1,7-diphenylheptan-3-one
• (5r)-5-hydroxy-1,7-diphenyl-3-heptanone
• CHEMBL594066
• BDBM50304067
• HY-N10405
• AKOS040763386
• MS-24016
• CS-0527627

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8050	80.50%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6824	68.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4518	45.18%
P-glycoprotein inhibitior	-	0.7909	79.09%
P-glycoprotein substrate	-	0.7716	77.16%
CYP3A4 substrate	-	0.6323	63.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3748	37.48%
CYP3A4 inhibition	-	0.9109	91.09%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	-	0.6478	64.78%
CYP2D6 inhibition	-	0.8767	87.67%
CYP1A2 inhibition	+	0.5380	53.80%
CYP2C8 inhibition	-	0.8907	89.07%
CYP inhibitory promiscuity	-	0.7877	78.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7611	76.11%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9594	95.94%
Eye irritation	+	0.6215	62.15%
Skin irritation	+	0.5310	53.10%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8302	83.02%
Micronuclear	-	0.8815	88.15%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7093	70.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5172	51.72%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	-	0.5747	57.47%
Thyroid receptor binding	-	0.7097	70.97%
Glucocorticoid receptor binding	-	0.6857	68.57%
Aromatase binding	+	0.5903	59.03%
PPAR gamma	+	0.6187	61.87%
Honey bee toxicity	-	0.8963	89.63%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8725	87.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.37%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.38%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.40%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.17%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.35%	94.08%

Plants that contains it

• Alnus firma
• Alpinia conchigera
• Alpinia officinarum

Cross-Links

• PubChem: 46213118
• NPASS: NPC141607
• ChEMBL: CHEMBL594066
• LOTUS: LTS0204758
• wikiData: Q104953511