(1S,4aS,4bR,9aR,10aR)-4b-hydroperoxy-1,4a-dimethyl-9-oxo-7-prop-1-en-2-yl-2,3,4,5,6,9a,10,10a-octahydrobenzo[a]azulene-1-carboxylic acid

Details

• Internal ID: 81198d06-e164-45c6-ba25-e2ab4ef999e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aS,4bR,9aR,10aR)-4b-hydroperoxy-1,4a-dimethyl-9-oxo-7-prop-1-en-2-yl-2,3,4,5,6,9a,10,10a-octahydrobenzo[a]azulene-1-carboxylic acid
• InChI: InChI=1S/C20H28O5/c1-12(2)13-6-9-20(25-24)14(15(21)10-13)11-16-18(3,17(22)23)7-5-8-19(16,20)4/h10,14,16,24H,1,5-9,11H2,2-4H3,(H,22,23)/t14-,16-,18-,19-,20+/m0/s1
• InChI Key: JYOMOFXSZVAADM-MGFONVBGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	+	0.7338	73.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.8000	80.00%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7842	78.42%
BSEP inhibitior	+	0.6284	62.84%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	-	0.7852	78.52%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9054	90.54%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.7247	72.47%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.5544	55.44%
CYP2C8 inhibition	-	0.5984	59.84%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9113	91.13%
Skin irritation	+	0.5079	50.79%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6299	62.99%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6018	60.18%
skin sensitisation	-	0.7599	75.99%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6126	61.26%
Acute Oral Toxicity (c)	II	0.3876	38.76%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.7080	70.80%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.6742	67.42%
PPAR gamma	+	0.5985	59.85%
Honey bee toxicity	-	0.8129	81.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.22%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.83%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.30%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.35%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.59%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.57%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.56%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%

Plants that contains it

• Illicium angustisepalum

Cross-Links

• PubChem: 10689079
• LOTUS: LTS0199878
• wikiData: Q105137130