5-O-Methylhirsutanonol

Details

• Internal ID: b3031625-b720-41cf-914e-d0768601daad
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (5S)-1,7-bis(3,4-dihydroxyphenyl)-5-methoxyheptan-3-one
• SMILES (Canonical): COC(CCC1=CC(=C(C=C1)O)O)CC(=O)CCC2=CC(=C(C=C2)O)O
• SMILES (Isomeric): CO[C@@H](CCC1=CC(=C(C=C1)O)O)CC(=O)CCC2=CC(=C(C=C2)O)O
• InChI: InChI=1S/C20H24O6/c1-26-16(7-3-14-5-9-18(23)20(25)11-14)12-15(21)6-2-13-4-8-17(22)19(24)10-13/h4-5,8-11,16,22-25H,2-3,6-7,12H2,1H3/t16-/m0/s1
• InChI Key: KGQIYLSVVQCRJA-INIZCTEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• SCHEMBL14790110
• DTXSID60873737
• (5S)-1,7-bis(3,4-dihydroxyphenyl)-5-methoxyheptan-3-one
• 876293-04-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	-	0.5897	58.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9313	93.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	+	0.8423	84.23%
P-glycoprotein inhibitior	-	0.4519	45.19%
P-glycoprotein substrate	-	0.7626	76.26%
CYP3A4 substrate	-	0.5187	51.87%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.6955	69.55%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	-	0.6920	69.20%
CYP2C19 inhibition	+	0.6588	65.88%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	+	0.7674	76.74%
CYP2C8 inhibition	-	0.6507	65.07%
CYP inhibitory promiscuity	-	0.7454	74.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7954	79.54%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.7245	72.45%
Skin irritation	-	0.6362	63.62%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8044	80.44%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8209	82.09%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.5986	59.86%
Estrogen receptor binding	+	0.8704	87.04%
Androgen receptor binding	+	0.7911	79.11%
Thyroid receptor binding	+	0.6268	62.68%
Glucocorticoid receptor binding	+	0.7313	73.13%
Aromatase binding	-	0.4858	48.58%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.28%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.94%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.60%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.61%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.18%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.10%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.86%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.61%	96.95%

Plants that contains it

• Alnus japonica

Cross-Links

• PubChem: 11660490
• NPASS: NPC75039
• LOTUS: LTS0029164
• wikiData: Q81981227