5-Hydroxy tomencephalin

Details

• Internal ID: 69370360-0994-4bff-9a87-a0c260450993
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2S,6R,7R,8R,12R,14S)-7,8-dihydroxy-9,14-dimethyl-5-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-4-one
• InChI: InChI=1S/C15H18O5/c1-5-7-4-8-15(3,20-8)10(7)13-9(12(17)11(5)16)6(2)14(18)19-13/h8-13,16-17H,2,4H2,1,3H3/t8-,9-,10+,11-,12-,13+,15-/m1/s1
• InChI Key: VGKMHCUMIZVGGN-PTNXLTBZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9272	92.72%
Caco-2	-	0.6986	69.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6460	64.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9773	97.73%
P-glycoprotein inhibitior	-	0.8587	85.87%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.7142	71.42%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.7152	71.52%
CYP2C8 inhibition	-	0.7844	78.44%
CYP inhibitory promiscuity	-	0.9167	91.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5097	50.97%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.5772	57.72%
Skin corrosion	-	0.8540	85.40%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6081	60.81%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7399	73.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7109	71.09%
Acute Oral Toxicity (c)	III	0.3395	33.95%
Estrogen receptor binding	+	0.7379	73.79%
Androgen receptor binding	+	0.5755	57.55%
Thyroid receptor binding	+	0.5657	56.57%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6384	63.84%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9192	91.92%

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	90.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.07%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	82.16%	97.05%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.71%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.75%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%

Plants that contains it

• Montanoa tomentosa

Cross-Links

• PubChem: 44576198
• LOTUS: LTS0148366
• wikiData: Q105285858