1,12-Dihydroxy-2-(hydroxymethyl)-11-methyl-9-(2-methylbut-2-enoxy)-7-methylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradec-2-en-6-one

Details

• Internal ID: da865fe8-87ca-4095-836f-8fd22669fc6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-9-(2-methylbut-2-enoxy)-7-methylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradec-2-en-6-one
• InChI: InChI=1S/C20H28O7/c1-5-11(2)10-25-15-7-19(4)16(22)8-20(24,27-19)13(9-21)6-14-17(15)12(3)18(23)26-14/h5-6,14-17,21-22,24H,3,7-10H2,1-2,4H3
• InChI Key: QNXWVHCKGBQQSD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9055	90.55%
Caco-2	-	0.5341	53.41%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5950	59.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5600	56.00%
P-glycoprotein inhibitior	-	0.6196	61.96%
P-glycoprotein substrate	-	0.5835	58.35%
CYP3A4 substrate	+	0.6561	65.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.8745	87.45%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.5609	56.09%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5791	57.91%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.5990	59.90%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6608	66.08%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8752	87.52%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6567	65.67%
Acute Oral Toxicity (c)	III	0.4061	40.61%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.5490	54.90%
Thyroid receptor binding	+	0.6843	68.43%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	+	0.6080	60.80%
PPAR gamma	+	0.5750	57.50%
Honey bee toxicity	-	0.7171	71.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9547	95.47%

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	96.69%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.23%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.04%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.48%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.56%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.08%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162897524
• LOTUS: LTS0089207
• wikiData: Q105224722