(3S,5R,6E,9E)-11-hydroperoxy-3,7,11-trimethyldodeca-1,6,9-triene-3,5-diol

Details

• Internal ID: 8551ca2b-37c4-42fd-a989-5b0f3f33675e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,5R,6E,9E)-11-hydroperoxy-3,7,11-trimethyldodeca-1,6,9-triene-3,5-diol
• InChI: InChI=1S/C15H26O4/c1-6-15(5,17)11-13(16)10-12(2)8-7-9-14(3,4)19-18/h6-7,9-10,13,16-18H,1,8,11H2,2-5H3/b9-7+,12-10+/t13-,15+/m0/s1
• InChI Key: CYTCKKBGLOBVNW-XZKXGPJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7979	79.79%
Caco-2	+	0.7579	75.79%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4551	45.51%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4732	47.32%
P-glycoprotein inhibitior	-	0.9423	94.23%
P-glycoprotein substrate	-	0.9017	90.17%
CYP3A4 substrate	+	0.5325	53.25%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.7631	76.31%
CYP3A4 inhibition	-	0.6474	64.74%
CYP2C9 inhibition	-	0.7597	75.97%
CYP2C19 inhibition	-	0.6340	63.40%
CYP2D6 inhibition	-	0.9065	90.65%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.7807	78.07%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.8951	89.51%
Eye irritation	-	0.4862	48.62%
Skin irritation	-	0.6032	60.32%
Skin corrosion	-	0.8789	87.89%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6464	64.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.4843	48.43%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6798	67.98%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	-	0.6833	68.33%
Androgen receptor binding	-	0.8444	84.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5304	53.04%
Aromatase binding	-	0.5757	57.57%
PPAR gamma	-	0.5682	56.82%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8778	87.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL240	Q12809	HERG	90.78%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.82%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.61%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.24%	90.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.02%	96.95%
CHEMBL233	P35372	Mu opioid receptor	84.74%	97.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.62%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.46%	94.45%

Plants that contains it

• Artemisia alba

Cross-Links

• PubChem: 162918117
• LOTUS: LTS0122745
• wikiData: Q104972545