(3S,7S)-3,7-dihydroxy-1,9-bis(4-hydroxyphenyl)nonan-5-one

Details

• Internal ID: 1d777a6e-5e66-4288-bbe4-16b2f5689b12
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (3S,7S)-3,7-dihydroxy-1,9-bis(4-hydroxyphenyl)nonan-5-one
• SMILES (Canonical): C1=CC(=CC=C1CCC(CC(=O)CC(CCC2=CC=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC[C@@H](CC(=O)C[C@H](CCC2=CC=C(C=C2)O)O)O)O
• InChI: InChI=1S/C21H26O5/c22-17-7-1-15(2-8-17)5-11-19(24)13-21(26)14-20(25)12-6-16-3-9-18(23)10-4-16/h1-4,7-10,19-20,22-25H,5-6,11-14H2/t19-,20-/m0/s1
• InChI Key: SVWHUAGYVUWJEF-PMACEKPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	-	0.6961	69.61%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.9305	93.05%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6452	64.52%
P-glycoprotein inhibitior	-	0.4357	43.57%
P-glycoprotein substrate	-	0.7378	73.78%
CYP3A4 substrate	-	0.6116	61.16%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.3632	36.32%
CYP3A4 inhibition	+	0.5352	53.52%
CYP2C9 inhibition	-	0.7710	77.10%
CYP2C19 inhibition	+	0.5076	50.76%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.6969	69.69%
CYP2C8 inhibition	-	0.8422	84.22%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8211	82.11%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.5473	54.73%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8006	80.06%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6939	69.39%
Acute Oral Toxicity (c)	III	0.7522	75.22%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.8368	83.68%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	-	0.5073	50.73%
Aromatase binding	-	0.5675	56.75%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.8399	83.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9502	95.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.37%	99.17%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.65%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.20%	85.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.08%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.02%	94.62%
CHEMBL2535	P11166	Glucose transporter	81.88%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.47%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.64%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.04%	94.73%

Plants that contains it

• Erica cinerea

Cross-Links

• PubChem: 71561321
• LOTUS: LTS0022631
• wikiData: Q105262491