(1S,2S,4R,8E,10S,11S)-10-hydroxy-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one

Details

• Internal ID: 190c3073-b4a9-4018-8c97-38e2558fda40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2S,4R,8E,10S,11S)-10-hydroxy-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
• SMILES (Canonical): CC1=CC(C2C(C3C(O3)(CCC1)C)OC(=O)C2=C)O
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@H]2[C@@H]([C@H]3[C@](O3)(CCC1)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O4/c1-8-5-4-6-15(3)13(19-15)12-11(10(16)7-8)9(2)14(17)18-12/h7,10-13,16H,2,4-6H2,1,3H3/b8-7+/t10-,11-,12-,13-,15+/m0/s1
• InChI Key: KTQLCISPJDVTOS-WBHWTODUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9644	96.44%
Caco-2	+	0.7266	72.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9494	94.94%
P-glycoprotein inhibitior	-	0.9032	90.32%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.7805	78.05%
CYP2C9 inhibition	-	0.8797	87.97%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	+	0.6995	69.95%
CYP2C8 inhibition	-	0.8808	88.08%
CYP inhibitory promiscuity	-	0.9321	93.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4407	44.07%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.9087	90.87%
Skin irritation	+	0.5132	51.32%
Skin corrosion	-	0.7719	77.19%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7206	72.06%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.7076	70.76%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5741	57.41%
Acute Oral Toxicity (c)	III	0.4438	44.38%
Estrogen receptor binding	+	0.5362	53.62%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	-	0.5073	50.73%
Aromatase binding	-	0.6717	67.17%
PPAR gamma	+	0.5269	52.69%
Honey bee toxicity	-	0.7389	73.89%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9087	90.87%

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	95.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.56%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.57%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.55%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.82%	89.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.05%	92.67%

Plants that contains it

• Stizolophus balsamita

Cross-Links

• PubChem: 162955779
• LOTUS: LTS0148461
• wikiData: Q105145929