Oxytropiol I

Details

• Internal ID: b15b1e92-3557-4254-9c3b-f13bc7abbf21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1R,3aR,4S,8aS)-4-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-1-methyl-2,3,3a,5,6,8a-hexahydro-1H-azulen-4-ol
• SMILES (Canonical): CC1CCC2C1C=C(CCC2(CO)O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H]1C=C(CC[C@]2(CO)O)C(C)(C)O
• InChI: InChI=1S/C15H26O3/c1-10-4-5-13-12(10)8-11(14(2,3)17)6-7-15(13,18)9-16/h8,10,12-13,16-18H,4-7,9H2,1-3H3/t10-,12-,13-,15-/m1/s1
• InChI Key: ZVMYTSXRVCZAMS-BPGGGUHBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (1R,3aR,4S,8aS)-4-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-1-methyl-2,3,3a,5,6,8a-hexahydro-1H-azulen-4-ol
• RefChem:169188
• CHEBI:227691

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.6824	68.24%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5353	53.53%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7833	78.33%
BSEP inhibitior	-	0.9093	90.93%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.7882	78.82%
CYP3A4 substrate	+	0.5848	58.48%
CYP2C9 substrate	-	0.7632	76.32%
CYP2D6 substrate	-	0.7717	77.17%
CYP3A4 inhibition	-	0.8117	81.17%
CYP2C9 inhibition	-	0.6843	68.43%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	-	0.6843	68.43%
CYP inhibitory promiscuity	-	0.9092	90.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6888	68.88%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.6143	61.43%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6404	64.04%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6743	67.43%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7735	77.35%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	-	0.4863	48.63%
Androgen receptor binding	+	0.5431	54.31%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.5465	54.65%
Aromatase binding	-	0.6141	61.41%
PPAR gamma	-	0.7875	78.75%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8686	86.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.47%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	89.51%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.06%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682415
• LOTUS: LTS0022434
• wikiData: Q105384446