(1R,2S,4R,4aR,8aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,5,8,8a-hexahydronaphthalene-1,2,4-triol

Details

• Internal ID: c477a141-6ac9-4423-bde0-e259ecc43c70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,4R,4aR,8aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,5,8,8a-hexahydronaphthalene-1,2,4-triol
• SMILES (Canonical): CC(C)C1=CCC2(C(CC(C(C2C1)(C)O)O)O)C
• SMILES (Isomeric): CC(C)C1=CC[C@]2([C@@H](C[C@@H]([C@]([C@@H]2C1)(C)O)O)O)C
• InChI: InChI=1S/C15H26O3/c1-9(2)10-5-6-14(3)11(7-10)15(4,18)13(17)8-12(14)16/h5,9,11-13,16-18H,6-8H2,1-4H3/t11-,12-,13+,14-,15-/m1/s1
• InChI Key: FSMBJKQQINYARA-UXXRCYHCSA-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: 1.40
• 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	+	0.9894	98.94%
Caco-2	-	0.6420	64.20%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8901	89.01%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.7821	78.21%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7986	79.86%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	-	0.6785	67.85%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8629	86.29%
CYP2C8 inhibition	-	0.9223	92.23%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5644	56.44%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8492	84.92%
Skin irritation	-	0.5704	57.04%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6561	65.61%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.5978	59.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6199	61.99%
Acute Oral Toxicity (c)	I	0.4716	47.16%
Estrogen receptor binding	-	0.6009	60.09%
Androgen receptor binding	-	0.6112	61.12%
Thyroid receptor binding	-	0.5067	50.67%
Glucocorticoid receptor binding	-	0.6073	60.73%
Aromatase binding	-	0.6702	67.02%
PPAR gamma	-	0.7132	71.32%
Honey bee toxicity	-	0.9194	91.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.42%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.37%	93.56%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.01%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.97%	95.89%

Plants that contains it

• Pallenis spinosa

Cross-Links

• PubChem: 14733707
• LOTUS: LTS0006347
• wikiData: Q105000769