Citrinin hydrate

Details

• Internal ID: 2d8bfc46-5c31-4917-9510-7ec968e47e56
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives
• IUPAC Name: (1S,3R,4S)-1,6,8-trihydroxy-3,4,5-trimethyl-3,4-dihydro-1H-isochromene-7-carboxylic acid
• SMILES (Canonical): CC1C(OC(C2=C(C(=C(C(=C12)C)O)C(=O)O)O)O)C
• SMILES (Isomeric): C[C@@H]1[C@H](O[C@@H](C2=C(C(=C(C(=C12)C)O)C(=O)O)O)O)C
• InChI: InChI=1S/C13H16O6/c1-4-6(3)19-13(18)8-7(4)5(2)10(14)9(11(8)15)12(16)17/h4,6,13-15,18H,1-3H3,(H,16,17)/t4-,6-,13+/m1/s1
• InChI Key: MBTAFMZUDOUGPS-CGKQSRJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 157643-56-6
• Ctrinin hydrate
• (1s,3r,4s)-1,6,8-trihydroxy-3,4,5-trimethyl-3,4-dihydro-1h-isochromene-7-carboxylic acid
• DTXSID80166299
• 3,4-Dihydro-1,6,8-trihydroxy-3,4,5-trimethyl-1H-2-benzopyran-7-carboxylic acid
• Q63409604

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9365	93.65%
Caco-2	-	0.8428	84.28%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9745	97.45%
P-glycoprotein inhibitior	-	0.8424	84.24%
P-glycoprotein substrate	-	0.9088	90.88%
CYP3A4 substrate	-	0.5779	57.79%
CYP2C9 substrate	+	0.5700	57.00%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	-	0.8762	87.62%
CYP inhibitory promiscuity	-	0.6217	62.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.6524	65.24%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7107	71.07%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7890	78.90%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.6984	69.84%
Androgen receptor binding	-	0.6114	61.14%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.5833	58.33%
Aromatase binding	-	0.5144	51.44%
PPAR gamma	-	0.5327	53.27%
Honey bee toxicity	-	0.9717	97.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9114	91.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.15%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.69%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.65%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 190886
• LOTUS: LTS0034111
• wikiData: Q63409604