Jatamanin I

Details

• Internal ID: ac2372a1-1533-43ab-8704-a3bf650564f3
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,4S,5S,7R,8S,11S)-5-hydroxy-11-methoxy-4-methyl-3,10-dioxatricyclo[5.4.0.04,8]undecan-9-one
• SMILES (Canonical): CC12C(CC3C1C(=O)OC(C3CO2)OC)O
• SMILES (Isomeric): C[C@@]12[C@H](C[C@H]3[C@@H]1C(=O)O[C@@H]([C@H]3CO2)OC)O
• InChI: InChI=1S/C11H16O5/c1-11-7(12)3-5-6(4-15-11)10(14-2)16-9(13)8(5)11/h5-8,10,12H,3-4H2,1-2H3/t5-,6+,7+,8-,10+,11-/m1/s1
• InChI Key: NGJFTIGDSFYTPY-CIIYBCSUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1097606
• SCHEMBL29426117

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9279	92.79%
Caco-2	+	0.5325	53.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9641	96.41%
P-glycoprotein inhibitior	-	0.9220	92.20%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	+	0.6357	63.57%
CYP2C9 substrate	-	0.8083	80.83%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.8239	82.39%
CYP2C9 inhibition	-	0.9435	94.35%
CYP2C19 inhibition	-	0.8793	87.93%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8565	85.65%
CYP2C8 inhibition	-	0.9189	91.89%
CYP inhibitory promiscuity	-	0.9679	96.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.7194	71.94%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6025	60.25%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8774	87.74%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6723	67.23%
Acute Oral Toxicity (c)	I	0.3720	37.20%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	-	0.4834	48.34%
Thyroid receptor binding	-	0.6017	60.17%
Glucocorticoid receptor binding	-	0.7550	75.50%
Aromatase binding	-	0.7802	78.02%
PPAR gamma	-	0.6153	61.53%
Honey bee toxicity	-	0.5491	54.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7187	71.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.23%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.46%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.31%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.90%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.65%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.08%	91.19%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 46211042
• NPASS: NPC85683