Tetrahydrosiphonodiol

Details

• Internal ID: 13f1182c-b40e-48f6-a58d-4ac4374a89a1
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R,12Z,20Z)-tricosa-12,20-dien-3,5,10,22-tetrayne-1,2-diol
• SMILES (Canonical): C#CC=CCCCCCCC=CC#CCCCC#CC#CC(CO)O
• SMILES (Isomeric): C#C/C=C\CCCCCC/C=C\C#CCCCC#CC#C[C@H](CO)O
• InChI: InChI=1S/C23H28O2/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/h1,3-4,11-12,23-25H,5-10,15-17,22H2/b4-3-,12-11-/t23-/m1/s1
• InChI Key: HSDJVWPCHMTOCB-ULXABURLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₂
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• (2R,12Z,20Z)-tricosa-12,20-dien-3,5,10,22-tetrayne-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	-	0.7128	71.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6004	60.04%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6475	64.75%
P-glycoprotein substrate	-	0.8396	83.96%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.7723	77.23%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.8236	82.36%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.6965	69.65%
CYP2C8 inhibition	-	0.7516	75.16%
CYP inhibitory promiscuity	-	0.8380	83.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.7207	72.07%
Eye corrosion	+	0.6859	68.59%
Eye irritation	-	0.8695	86.95%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.8251	82.51%
Ames mutagenesis	-	0.7083	70.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7833	78.33%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	+	0.6353	63.53%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7095	70.95%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.6914	69.14%
Androgen receptor binding	-	0.4917	49.17%
Thyroid receptor binding	+	0.7069	70.69%
Glucocorticoid receptor binding	-	0.4787	47.87%
Aromatase binding	+	0.5444	54.44%
PPAR gamma	+	0.7883	78.83%
Honey bee toxicity	-	0.8254	82.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5666	56.66%
Fish aquatic toxicity	-	0.8622	86.22%

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	93.44%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.77%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.50%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL2581	P07339	Cathepsin D	83.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.73%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.01%	97.29%

Plants that contains it

• Jacobaea maritima

Cross-Links

• PubChem: 23425930
• NPASS: NPC47247