(1R,2R,4aS,5S,6S,8aS)-8a-methyl-4-methylidene-6-propan-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,2,5-triol

Details

• Internal ID: be2186e0-2df2-4cb0-86bc-ddf38ddb9c9b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,2R,4aS,5S,6S,8aS)-8a-methyl-4-methylidene-6-propan-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,2,5-triol
• InChI: InChI=1S/C15H26O3/c1-8(2)10-5-6-15(4)12(13(10)17)9(3)7-11(16)14(15)18/h8,10-14,16-18H,3,5-7H2,1-2,4H3/t10-,11+,12+,13-,14-,15-/m0/s1
• InChI Key: QZZPVQAAGDDIRD-RHTUOURWSA-N
• Popularity: 0 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: 1.70
• Atomic LogP (AlogP): 1.72
• 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	+	0.9926	99.26%
Caco-2	-	0.6902	69.02%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9193	91.93%
P-glycoprotein substrate	-	0.7701	77.01%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7127	71.27%
CYP3A4 inhibition	-	0.7991	79.91%
CYP2C9 inhibition	-	0.8677	86.77%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	-	0.9235	92.35%
CYP inhibitory promiscuity	-	0.8732	87.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6463	64.63%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.7006	70.06%
Skin irritation	+	0.5050	50.50%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.7923	79.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6612	66.12%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5126	51.26%
skin sensitisation	+	0.5302	53.02%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.7133	71.33%
Estrogen receptor binding	-	0.4782	47.82%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	+	0.5587	55.87%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6125	61.25%
PPAR gamma	-	0.7628	76.28%
Honey bee toxicity	-	0.9053	90.53%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9839	98.39%

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	94.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.22%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.96%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.42%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	86.41%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	86.15%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.52%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	82.59%	98.10%
CHEMBL1871	P10275	Androgen Receptor	81.04%	96.43%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 11994819
• LOTUS: LTS0059863
• wikiData: Q105232483