(1S,3S,7R,8aR)-1,8a-dimethyl-7-propan-2-yl-2,3,5,6,7,8-hexahydronaphthalene-1,3-diol

Details

• Internal ID: a41b1a7f-1331-4f23-8684-0c853acf29cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (1S,3S,7R,8aR)-1,8a-dimethyl-7-propan-2-yl-2,3,5,6,7,8-hexahydronaphthalene-1,3-diol
• SMILES (Canonical): CC(C)C1CCC2=CC(CC(C2(C1)C)(C)O)O
• SMILES (Isomeric): CC(C)[C@@H]1CCC2=C[C@H](C[C@]([C@@]2(C1)C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-10(2)11-5-6-12-7-13(16)9-15(4,17)14(12,3)8-11/h7,10-11,13,16-17H,5-6,8-9H2,1-4H3/t11-,13-,14-,15+/m1/s1
• InChI Key: PBEKLXCZESBENG-NGFQHRJXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8884	88.84%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5154	51.54%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6645	66.45%
P-glycoprotein inhibitior	-	0.9499	94.99%
P-glycoprotein substrate	-	0.8126	81.26%
CYP3A4 substrate	+	0.5432	54.32%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8613	86.13%
CYP2C9 inhibition	-	0.8175	81.75%
CYP2C19 inhibition	-	0.6985	69.85%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.7849	78.49%
CYP2C8 inhibition	-	0.9227	92.27%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5517	55.17%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8269	82.69%
Skin irritation	+	0.5074	50.74%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5822	58.22%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.5321	53.21%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8121	81.21%
Acute Oral Toxicity (c)	I	0.5793	57.93%
Estrogen receptor binding	-	0.8103	81.03%
Androgen receptor binding	-	0.5561	55.61%
Thyroid receptor binding	-	0.4899	48.99%
Glucocorticoid receptor binding	-	0.5973	59.73%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	-	0.8480	84.80%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9783	97.83%

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	97.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.07%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.80%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.92%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.84%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%
CHEMBL1871	P10275	Androgen Receptor	80.01%	96.43%

Plants that contains it

• Ursinia trifida

Cross-Links

• PubChem: 162982668
• LOTUS: LTS0157356
• wikiData: Q105205118