4,8a-dimethyl-6-propan-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalene-1,3,5-triol

Details

• Internal ID: 0ff362a9-fadc-4b4e-a4be-6b691c0fdcd3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4,8a-dimethyl-6-propan-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalene-1,3,5-triol
• SMILES (Canonical): CC1=C2C(C(CCC2(C(CC1O)O)C)C(C)C)O
• SMILES (Isomeric): CC1=C2C(C(CCC2(C(CC1O)O)C)C(C)C)O
• InChI: InChI=1S/C15H26O3/c1-8(2)10-5-6-15(4)12(17)7-11(16)9(3)13(15)14(10)18/h8,10-12,14,16-18H,5-7H2,1-4H3
• InChI Key: OTHADBQYFUYGBF-UHFFFAOYSA-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: 1.00
• Atomic LogP (AlogP): 1.86
• 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	+	0.9947	99.47%
Caco-2	-	0.5834	58.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5977	59.77%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8918	89.18%
P-glycoprotein inhibitior	-	0.8811	88.11%
P-glycoprotein substrate	-	0.7711	77.11%
CYP3A4 substrate	+	0.5144	51.44%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.8544	85.44%
CYP2C8 inhibition	-	0.8959	89.59%
CYP inhibitory promiscuity	-	0.7645	76.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.7257	72.57%
Skin irritation	+	0.5210	52.10%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6399	63.99%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.5752	57.52%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6856	68.56%
Acute Oral Toxicity (c)	I	0.6629	66.29%
Estrogen receptor binding	-	0.5612	56.12%
Androgen receptor binding	-	0.5442	54.42%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	-	0.5661	56.61%
Aromatase binding	-	0.6907	69.07%
PPAR gamma	-	0.7028	70.28%
Honey bee toxicity	-	0.8128	81.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.58%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.39%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.26%	95.58%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.15%	96.38%
CHEMBL1871	P10275	Androgen Receptor	81.30%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.12%	95.56%

Plants that contains it

• Artemisia monosperma

Cross-Links

• PubChem: 162882320
• LOTUS: LTS0244525
• wikiData: Q105199634