3-Bicyclo[3.2.1]octanyl 3-hydroxy-2-phenylpropanoate

Details

• Internal ID: 8b00e007-ae58-4285-911a-6c870eba5048
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 3-bicyclo[3.2.1]octanyl 3-hydroxy-2-phenylpropanoate
• SMILES (Canonical): C1CC2CC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
• SMILES (Isomeric): C1CC2CC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
• InChI: InChI=1S/C17H22O3/c18-11-16(14-4-2-1-3-5-14)17(19)20-15-9-12-6-7-13(8-12)10-15/h1-5,12-13,15-16,18H,6-11H2
• InChI Key: HHBXHTHQIDNQPQ-UHFFFAOYSA-N
• Popularity: 288 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6771	67.71%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9641	96.41%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.9405	94.05%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.5269	52.69%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	-	0.9221	92.21%
CYP2C9 inhibition	-	0.7059	70.59%
CYP2C19 inhibition	+	0.7306	73.06%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.7280	72.80%
CYP2C8 inhibition	-	0.9383	93.83%
CYP inhibitory promiscuity	-	0.8571	85.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.7573	75.73%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.8128	81.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5612	56.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9750	97.50%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8965	89.65%
Acute Oral Toxicity (c)	III	0.5107	51.07%
Estrogen receptor binding	-	0.5608	56.08%
Androgen receptor binding	-	0.7314	73.14%
Thyroid receptor binding	-	0.7740	77.40%
Glucocorticoid receptor binding	-	0.7454	74.54%
Aromatase binding	-	0.7163	71.63%
PPAR gamma	+	0.5924	59.24%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.8567	85.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	99.32%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	98.26%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	97.91%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	92.08%	94.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.57%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.77%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.46%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%

Plants that contains it

• Anisodus tanguticus
• Datura metel
• Hyoscyamus niger

Cross-Links

• PubChem: 45357570
• NPASS: NPC173810