(1S,3S,4aR,5S,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1,5-diol

Details

• Internal ID: 044248b3-3603-413b-82b3-8b69f4054d31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,3S,4aR,5S,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1,5-diol
• InChI: InChI=1S/C15H26O2/c1-10(2)11-8-12-14(3,13(16)9-11)6-5-7-15(12,4)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,14-,15-/m0/s1
• InChI Key: WTZIEQHAEMEBAZ-AICCOOGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• 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	+	0.9964	99.64%
Caco-2	+	0.6884	68.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4658	46.58%
OATP2B1 inhibitior	-	0.8469	84.69%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8168	81.68%
P-glycoprotein inhibitior	-	0.9535	95.35%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.5510	55.10%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.6405	64.05%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.7085	70.85%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.7448	74.48%
CYP2C8 inhibition	-	0.8950	89.50%
CYP inhibitory promiscuity	-	0.8112	81.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5964	59.64%
Skin irritation	+	0.5446	54.46%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5643	56.43%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	+	0.5628	56.28%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6537	65.37%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.5492	54.92%
Androgen receptor binding	-	0.6423	64.23%
Thyroid receptor binding	-	0.6224	62.24%
Glucocorticoid receptor binding	+	0.5375	53.75%
Aromatase binding	-	0.6033	60.33%
PPAR gamma	-	0.7942	79.42%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.35%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.69%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.63%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.58%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.31%	100.00%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	83.78%	90.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	83.00%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	82.96%	91.49%
CHEMBL259	P32245	Melanocortin receptor 4	82.74%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.56%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.86%	85.14%

Plants that contains it

• Ambrosia arborescens

Cross-Links

• PubChem: 46223440
• LOTUS: LTS0165976
• wikiData: Q105312876