Jatamanin F

Details

• Internal ID: 347e5a5b-cc37-4fdc-b8f6-344eafb43ef6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aR,6S,7S,7aS)-6,7-dihydroxy-4,7-dimethyl-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1COC(=O)C2C1CC(C2(C)O)O
• SMILES (Isomeric): C[C@H]1COC(=O)[C@H]2[C@@H]1C[C@@H]([C@@]2(C)O)O
• InChI: InChI=1S/C10H16O4/c1-5-4-14-9(12)8-6(5)3-7(11)10(8,2)13/h5-8,11,13H,3-4H2,1-2H3/t5-,6+,7-,8+,10+/m0/s1
• InChI Key: PEZCHMXCLXLNIE-RZWYQDGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL1095241
• (4R,5R,7S,8S,9S)-7,8-dihydroxydihyronepetalactone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8772	87.72%
Caco-2	-	0.5881	58.81%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6746	67.46%
OATP2B1 inhibitior	-	0.8390	83.90%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9727	97.27%
P-glycoprotein inhibitior	-	0.9606	96.06%
P-glycoprotein substrate	-	0.8362	83.62%
CYP3A4 substrate	+	0.5491	54.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.8745	87.45%
CYP2C9 inhibition	-	0.9462	94.62%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9580	95.80%
CYP1A2 inhibition	-	0.7164	71.64%
CYP2C8 inhibition	-	0.9542	95.42%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8410	84.10%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6509	65.09%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5982	59.82%
Acute Oral Toxicity (c)	III	0.4682	46.82%
Estrogen receptor binding	-	0.5079	50.79%
Androgen receptor binding	-	0.4930	49.30%
Thyroid receptor binding	-	0.7637	76.37%
Glucocorticoid receptor binding	-	0.7124	71.24%
Aromatase binding	-	0.8374	83.74%
PPAR gamma	-	0.7252	72.52%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7898	78.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.02%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 46211039
• NPASS: NPC193081