2,5-dimethyl-7-propan-2-yl-7,7a-dihydro-1aH-naphtho[2,3-b]oxirene-2,4-diol

Details

• Internal ID: 42539370-e8b7-4955-a229-00666b2b42b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,5-dimethyl-7-propan-2-yl-7,7a-dihydro-1aH-naphtho[2,3-b]oxirene-2,4-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(C3C(C2C(C)C)O3)(C)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(C3C(C2C(C)C)O3)(C)O
• InChI: InChI=1S/C15H20O3/c1-7(2)12-9-5-8(3)11(16)6-10(9)15(4,17)14-13(12)18-14/h5-7,12-14,16-17H,1-4H3
• InChI Key: GGTIEBALGLTQQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.5935	59.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6610	66.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9335	93.35%
P-glycoprotein inhibitior	-	0.9161	91.61%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	0.5875	58.75%
CYP2D6 substrate	-	0.7062	70.62%
CYP3A4 inhibition	-	0.9601	96.01%
CYP2C9 inhibition	-	0.7146	71.46%
CYP2C19 inhibition	-	0.5958	59.58%
CYP2D6 inhibition	-	0.8737	87.37%
CYP1A2 inhibition	+	0.6499	64.99%
CYP2C8 inhibition	-	0.8213	82.13%
CYP inhibitory promiscuity	-	0.5122	51.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.5765	57.65%
Skin irritation	-	0.5941	59.41%
Skin corrosion	-	0.8521	85.21%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6275	62.75%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6164	61.64%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7414	74.14%
Acute Oral Toxicity (c)	III	0.6311	63.11%
Estrogen receptor binding	-	0.5451	54.51%
Androgen receptor binding	-	0.6084	60.84%
Thyroid receptor binding	+	0.7182	71.82%
Glucocorticoid receptor binding	-	0.6381	63.81%
Aromatase binding	-	0.5932	59.32%
PPAR gamma	-	0.4861	48.61%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9143	91.43%

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	97.81%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.49%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.36%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.60%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.40%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	85.23%	93.18%
CHEMBL4208	P20618	Proteasome component C5	84.71%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.68%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.39%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.33%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.04%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.34%	93.56%
CHEMBL2581	P07339	Cathepsin D	80.27%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.24%	90.71%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 44715519
• LOTUS: LTS0194361
• wikiData: Q105008316