(1R,2S,4R,7R)-7-[(E)-5-hydroxy-4-methylpent-3-enyl]-1,7-dimethylbicyclo[2.2.1]heptan-2-ol

Details

• Internal ID: 8aad790e-87bb-465d-a5e0-6f31d696beec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,4R,7R)-7-[(E)-5-hydroxy-4-methylpent-3-enyl]-1,7-dimethylbicyclo[2.2.1]heptan-2-ol
• SMILES (Canonical): CC(=CCCC1(C2CCC1(C(C2)O)C)C)CO
• SMILES (Isomeric): C/C(=C\CC[C@@]1([C@@H]2CC[C@]1([C@H](C2)O)C)C)/CO
• InChI: InChI=1S/C15H26O2/c1-11(10-16)5-4-7-14(2)12-6-8-15(14,3)13(17)9-12/h5,12-13,16-17H,4,6-10H2,1-3H3/b11-5+/t12-,13+,14-,15+/m1/s1
• InChI Key: FUCSWNUANQRDFQ-OBSWSMNXSA-N
• Popularity: 0 references 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: 3.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.8426	84.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5586	55.86%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	-	0.6323	63.23%
P-glycoprotein inhibitior	-	0.9532	95.32%
P-glycoprotein substrate	-	0.7996	79.96%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	0.8066	80.66%
CYP2D6 substrate	-	0.7690	76.90%
CYP3A4 inhibition	-	0.7370	73.70%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	-	0.8085	80.85%
CYP inhibitory promiscuity	-	0.8229	82.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6953	69.53%
Skin irritation	-	0.5850	58.50%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.8724	87.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5451	54.51%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5981	59.81%
skin sensitisation	-	0.6168	61.68%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4926	49.26%
Acute Oral Toxicity (c)	III	0.8388	83.88%
Estrogen receptor binding	-	0.5146	51.46%
Androgen receptor binding	-	0.5831	58.31%
Thyroid receptor binding	+	0.5390	53.90%
Glucocorticoid receptor binding	-	0.4870	48.70%
Aromatase binding	-	0.5866	58.66%
PPAR gamma	+	0.5486	54.86%
Honey bee toxicity	-	0.8037	80.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9033	90.33%

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	93.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.69%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.99%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.62%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.48%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.24%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	81.03%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.53%	82.69%

Plants that contains it

• Santalum austrocaledonicum

Cross-Links

• PubChem: 162928873
• LOTUS: LTS0006288
• wikiData: Q105001566