Jatamanin A

Details

• Internal ID: 15140a4b-acdf-4c82-93fb-d27ead7b5b73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aS,6S,7S,7aS)-6,7-dihydroxy-7-methyl-4-methylidene-4a,5,6,7a-tetrahydrocyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1(C(CC2C1C(=O)OCC2=C)O)O
• SMILES (Isomeric): C[C@]1([C@H](C[C@H]2[C@@H]1C(=O)OCC2=C)O)O
• InChI: InChI=1S/C10H14O4/c1-5-4-14-9(12)8-6(5)3-7(11)10(8,2)13/h6-8,11,13H,1,3-4H2,2H3/t6-,7+,8-,10-/m1/s1
• InChI Key: LDGOKVOMVZXPJV-IBCQBUCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL1094288

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9340	93.40%
Caco-2	-	0.7810	78.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7142	71.42%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9582	95.82%
P-glycoprotein inhibitior	-	0.9629	96.29%
P-glycoprotein substrate	-	0.8776	87.76%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8193	81.93%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.7155	71.55%
CYP2C8 inhibition	-	0.9520	95.20%
CYP inhibitory promiscuity	-	0.9751	97.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6036	60.36%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.6520	65.20%
Skin irritation	-	0.5677	56.77%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6173	61.73%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7659	76.59%
skin sensitisation	-	0.8031	80.31%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6187	61.87%
Acute Oral Toxicity (c)	III	0.4406	44.06%
Estrogen receptor binding	-	0.6832	68.32%
Androgen receptor binding	-	0.5478	54.78%
Thyroid receptor binding	-	0.7787	77.87%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6983	69.83%
PPAR gamma	-	0.8278	82.78%
Honey bee toxicity	-	0.8378	83.78%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9179	91.79%

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	88.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.12%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.13%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%
CHEMBL4530	P00488	Coagulation factor XIII	80.36%	96.00%

Plants that contains it

• Patrinia scabiosifolia
• Patrinia scabra
• Valeriana jatamansi

Cross-Links

• PubChem: 46211034
• NPASS: NPC246173