(3aS,5R,7R,8aR)-7-(3-hydroxyprop-1-en-2-yl)-1-methyl-4-methylidene-3a,5,6,7,8,8a-hexahydro-3H-azulen-5-ol

Details

• Internal ID: c1d4e304-f69d-486a-897d-35c6cbd6d223
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3aS,5R,7R,8aR)-7-(3-hydroxyprop-1-en-2-yl)-1-methyl-4-methylidene-3a,5,6,7,8,8a-hexahydro-3H-azulen-5-ol
• InChI: InChI=1S/C15H22O2/c1-9-4-5-13-11(3)15(17)7-12(6-14(9)13)10(2)8-16/h4,12-17H,2-3,5-8H2,1H3/t12-,13-,14+,15-/m1/s1
• InChI Key: YTKQMOYTLFQVRL-APIJFGDWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.6116	61.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6847	68.47%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8593	85.93%
BSEP inhibitior	-	0.9408	94.08%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.7856	78.56%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.6973	69.73%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.6567	65.67%
CYP2C8 inhibition	-	0.7017	70.17%
CYP inhibitory promiscuity	-	0.7817	78.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8624	86.24%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9588	95.88%
Eye irritation	-	0.6101	61.01%
Skin irritation	-	0.6238	62.38%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6042	60.42%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	-	0.5892	58.92%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5844	58.44%
Acute Oral Toxicity (c)	III	0.6854	68.54%
Estrogen receptor binding	-	0.5992	59.92%
Androgen receptor binding	-	0.5878	58.78%
Thyroid receptor binding	-	0.6126	61.26%
Glucocorticoid receptor binding	+	0.6394	63.94%
Aromatase binding	-	0.7274	72.74%
PPAR gamma	-	0.7895	78.95%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8878	88.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.15%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.86%	97.21%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.01%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.90%	96.09%

Plants that contains it

• Libocedrus chevalieri

Cross-Links

• PubChem: 23626328
• LOTUS: LTS0018941
• wikiData: Q105361624