(1R,4S,4aR,6S,8aR)-4,8a-dimethyl-6-prop-1-en-2-yl-2,3,4a,5,7,8-hexahydro-1H-naphthalene-1,4,6-triol

Details

• Internal ID: 2bcb087b-e6a6-4b1e-99d0-c9371b0f3c32
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4S,4aR,6S,8aR)-4,8a-dimethyl-6-prop-1-en-2-yl-2,3,4a,5,7,8-hexahydro-1H-naphthalene-1,4,6-triol
• InChI: InChI=1S/C15H26O3/c1-10(2)15(18)8-7-13(3)11(9-15)14(4,17)6-5-12(13)16/h11-12,16-18H,1,5-9H2,2-4H3/t11-,12-,13-,14+,15+/m1/s1
• InChI Key: WIRHOTPZHPFEKP-ZSAUSMIDSA-N
• Popularity: 2 references 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: 1.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.6033	60.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5371	53.71%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9197	91.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8356	83.56%
P-glycoprotein inhibitior	-	0.9676	96.76%
P-glycoprotein substrate	-	0.8381	83.81%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.5908	59.08%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8198	81.98%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.8445	84.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.5976	59.76%
Skin irritation	+	0.5615	56.15%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5723	57.23%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	+	0.5092	50.92%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4880	48.80%
Acute Oral Toxicity (c)	III	0.7147	71.47%
Estrogen receptor binding	-	0.6018	60.18%
Androgen receptor binding	-	0.7125	71.25%
Thyroid receptor binding	+	0.5246	52.46%
Glucocorticoid receptor binding	-	0.4652	46.52%
Aromatase binding	+	0.5316	53.16%
PPAR gamma	-	0.7157	71.57%
Honey bee toxicity	-	0.7958	79.58%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	94.19%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.88%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.68%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.82%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	88.24%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	88.15%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.96%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.64%	91.11%
CHEMBL1871	P10275	Androgen Receptor	84.94%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.09%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	82.34%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	81.74%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Chiliadenus montanus

Cross-Links

• PubChem: 102125249
• LOTUS: LTS0188687
• wikiData: Q105306458