(1S,2R,3E,5S,9S)-9-hydroperoxy-2-methyl-8-methylidene-5-propan-2-ylcyclodec-3-ene-1,2-diol

Details

• Internal ID: 5885860d-dd4b-412d-a946-9faabb84ec69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,2R,3E,5S,9S)-9-hydroperoxy-2-methyl-8-methylidene-5-propan-2-ylcyclodec-3-ene-1,2-diol
• SMILES (Canonical): CC(C)C1CCC(=C)C(CC(C(C=C1)(C)O)O)OO
• SMILES (Isomeric): CC(C)[C@@H]\1CCC(=C)[C@H](C[C@@H]([C@](/C=C1)(C)O)O)OO
• InChI: InChI=1S/C15H26O4/c1-10(2)12-6-5-11(3)13(19-18)9-14(16)15(4,17)8-7-12/h7-8,10,12-14,16-18H,3,5-6,9H2,1-2,4H3/b8-7+/t12-,13+,14+,15-/m1/s1
• InChI Key: DWYGOBYINKRDAC-SAFFCHGCSA-N
• Popularity: 1 reference 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: 1.80
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	-	0.6143	61.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.9444	94.44%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.7556	75.56%
CYP3A4 substrate	+	0.5667	56.67%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7887	78.87%
CYP3A4 inhibition	-	0.8870	88.70%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	-	0.6523	65.23%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.7236	72.36%
CYP2C8 inhibition	-	0.7574	75.74%
CYP inhibitory promiscuity	-	0.9396	93.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.5854	58.54%
Skin corrosion	-	0.8833	88.33%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5619	56.19%
skin sensitisation	-	0.6288	62.88%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7598	75.98%
Acute Oral Toxicity (c)	III	0.5256	52.56%
Estrogen receptor binding	-	0.5741	57.41%
Androgen receptor binding	-	0.7296	72.96%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	-	0.7003	70.03%
PPAR gamma	-	0.5964	59.64%
Honey bee toxicity	-	0.7796	77.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	94.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.45%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.68%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.64%	100.00%

Plants that contains it

• Senecio adenophyllus

Cross-Links

• PubChem: 162879264
• LOTUS: LTS0023032
• wikiData: Q104990856