Siphonodiol

Details

• Internal ID: faf8a4be-7510-4d57-abd2-6dba665ccc77
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R,14Z,20Z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2-diol
• SMILES (Canonical): C#CC=CCCCCC=CC#CC#CCCCC#CC#CC(CO)O
• SMILES (Isomeric): C#C/C=C\CCCC/C=C\C#CC#CCCCC#CC#C[C@H](CO)O
• InChI: InChI=1S/C23H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(25)22-24/h1,3-4,9-10,23-25H,5-8,15-17,22H2/b4-3-,10-9-/t23-/m1/s1
• InChI Key: QNUJNVFQFSGZFW-BZEHIAJVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₂
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• CHEMBL464329
• (2R,14Z,20Z)-tricosa-14,20-dien-3,5,10,12,22-pentayne-1,2-diol
• 90934-31-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.7852	78.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5880	58.80%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6534	65.34%
P-glycoprotein inhibitior	-	0.6808	68.08%
P-glycoprotein substrate	-	0.8448	84.48%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.7723	77.23%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8371	83.71%
CYP2C19 inhibition	-	0.8515	85.15%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.6794	67.94%
CYP2C8 inhibition	-	0.7691	76.91%
CYP inhibitory promiscuity	-	0.8059	80.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.6797	67.97%
Eye corrosion	+	0.7444	74.44%
Eye irritation	-	0.9088	90.88%
Skin irritation	+	0.6154	61.54%
Skin corrosion	-	0.6032	60.32%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7960	79.60%
Micronuclear	-	0.9468	94.68%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	+	0.6233	62.33%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7231	72.31%
Acute Oral Toxicity (c)	III	0.4953	49.53%
Estrogen receptor binding	+	0.6702	67.02%
Androgen receptor binding	-	0.4826	48.26%
Thyroid receptor binding	+	0.6951	69.51%
Glucocorticoid receptor binding	-	0.4715	47.15%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	+	0.8298	82.98%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	-	0.9292	92.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	91.93%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.49%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.01%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.60%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.07%	92.86%

Plants that contains it

• Corydalis turtschaninovii
• Jacobaea maritima

Cross-Links

• PubChem: 11151732
• NPASS: NPC157096
• LOTUS: LTS0132940
• wikiData: Q105224660