[(2R,14Z,20Z)-2-hydroxytricosa-14,20-dien-3,5,10,12,22-pentaynyl] hydrogen sulfate

Details

• Internal ID: 7d8ad89f-5a28-4d81-96f4-3ea9d0030fbe
• Taxonomy: Organic acids and derivatives > Organic sulfuric acids and derivatives > Sulfuric acid esters > Sulfuric acid monoesters
• IUPAC Name: [(2R,14Z,20Z)-2-hydroxytricosa-14,20-dien-3,5,10,12,22-pentaynyl] hydrogen sulfate
• SMILES (Canonical): C#CC=CCCCCC=CC#CC#CCCCC#CC#CC(COS(=O)(=O)O)O
• SMILES (Isomeric): C#C/C=C\CCCC/C=C\C#CC#CCCCC#CC#C[C@H](COS(=O)(=O)O)O
• InChI: InChI=1S/C23H24O5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(24)22-28-29(25,26)27/h1,3-4,9-10,23-24H,5-8,15-17,22H2,(H,25,26,27)/b4-3-,10-9-/t23-/m1/s1
• InChI Key: BSASCEAJPUCFDX-BZEHIAJVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅S
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.13444504 g/mol
• Topological Polar Surface Area (TPSA): 92.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4871	48.71%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6265	62.65%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5478	54.78%
P-glycoprotein inhibitior	-	0.5141	51.41%
P-glycoprotein substrate	-	0.7773	77.73%
CYP3A4 substrate	+	0.5648	56.48%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.9734	97.34%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	-	0.7179	71.79%
CYP inhibitory promiscuity	-	0.8864	88.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5671	56.71%
Carcinogenicity (trinary)	Non-required	0.6440	64.40%
Eye corrosion	-	0.7716	77.16%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.6922	69.22%
Skin corrosion	-	0.5525	55.25%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7838	78.38%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6581	65.81%
skin sensitisation	-	0.6206	62.06%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6339	63.39%
Acute Oral Toxicity (c)	III	0.6903	69.03%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	+	0.6964	69.64%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.7203	72.03%
Honey bee toxicity	-	0.7099	70.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7758	77.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.06%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.33%	96.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.35%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.07%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	80.09%	94.73%

Plants that contains it

• Corydalis turtschaninovii

Cross-Links

• PubChem: 21774473
• NPASS: NPC57849
• LOTUS: LTS0163676
• wikiData: Q104945135