14,15-Dihydrosiphonodiol

Details

• Internal ID: 34760693-2d80-4898-bc94-1fc713bb32c8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (Z,2R)-tricos-20-en-3,5,10,12,22-pentayne-1,2-diol
• SMILES (Canonical): C#CC=CCCCCCCC#CC#CCCCC#CC#CC(CO)O
• SMILES (Isomeric): C#C/C=C\CCCCCCC#CC#CCCCC#CC#C[C@H](CO)O
• InChI: InChI=1S/C23H26O2/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/h1,3-4,23-25H,5-10,15-17,22H2/b4-3-/t23-/m1/s1
• InChI Key: CXKNSXTVPUUYQM-GYLQWBMOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₂
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• (Z,2R)-tricos-20-en-3,5,10,12,22-pentayne-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	-	0.7319	73.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6004	60.04%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6405	64.05%
P-glycoprotein inhibitior	-	0.7184	71.84%
P-glycoprotein substrate	-	0.8827	88.27%
CYP3A4 substrate	-	0.5322	53.22%
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	-	0.7568	75.68%
CYP inhibitory promiscuity	-	0.8380	83.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.7207	72.07%
Eye corrosion	+	0.6859	68.59%
Eye irritation	-	0.8778	87.78%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.8251	82.51%
Ames mutagenesis	-	0.6983	69.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.8002	80.02%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5571	55.71%
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	-	0.7564	75.64%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.6961	69.61%
Androgen receptor binding	-	0.5311	53.11%
Thyroid receptor binding	+	0.7323	73.23%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	+	0.5880	58.80%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.8821	88.21%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5966	59.66%
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	93.14%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.10%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.93%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.53%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.11%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.06%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.96%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%

Plants that contains it

• Jacobaea maritima

Cross-Links

• PubChem: 23425929
• NPASS: NPC81260