(1R,4S,4aR,6S,8aR)-4,8a-dimethyl-6-propan-2-yl-2,3,4a,5-tetrahydro-1H-naphthalene-1,4,6-triol

Details

• Internal ID: e9c94de3-b339-417a-9f04-f49ac4f4780f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S,4aR,6S,8aR)-4,8a-dimethyl-6-propan-2-yl-2,3,4a,5-tetrahydro-1H-naphthalene-1,4,6-triol
• SMILES (Canonical): CC(C)C1(CC2C(CCC(C2(C=C1)C)O)(C)O)O
• SMILES (Isomeric): CC(C)[C@]1(C[C@H]2[C@@](CC[C@H]([C@@]2(C=C1)C)O)(C)O)O
• InChI: InChI=1S/C15H26O3/c1-10(2)15(18)8-7-13(3)11(9-15)14(4,17)6-5-12(13)16/h7-8,10-12,16-18H,5-6,9H2,1-4H3/t11-,12-,13-,14+,15+/m1/s1
• InChI Key: NFMZFJZLYHTYRK-ZSAUSMIDSA-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: 1.80
• 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	+	0.9966	99.66%
Caco-2	-	0.5802	58.02%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9080	90.80%
P-glycoprotein inhibitior	-	0.9475	94.75%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7563	75.63%
CYP3A4 inhibition	-	0.7887	78.87%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.7916	79.16%
CYP2C8 inhibition	-	0.9080	90.80%
CYP inhibitory promiscuity	-	0.8810	88.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8866	88.66%
Skin irritation	+	0.5542	55.42%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7184	71.84%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	+	0.5599	55.99%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6611	66.11%
Acute Oral Toxicity (c)	III	0.7674	76.74%
Estrogen receptor binding	-	0.6115	61.15%
Androgen receptor binding	-	0.6496	64.96%
Thyroid receptor binding	+	0.6703	67.03%
Glucocorticoid receptor binding	-	0.5512	55.12%
Aromatase binding	-	0.6095	60.95%
PPAR gamma	-	0.7597	75.97%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	91.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.94%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.71%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.50%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	81.92%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.90%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	80.86%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.58%	98.95%

Plants that contains it

• Teucrium ramosissimum

Cross-Links

• PubChem: 44512748
• LOTUS: LTS0116065
• wikiData: Q105178562