2-[(1R)-2,3-bis(hydroxymethyl)cyclopent-2-en-1-yl]ethanol

Details

• Internal ID: 7a940e92-c5c6-4da7-b62a-d65a803c0b75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 2-[(1R)-2,3-bis(hydroxymethyl)cyclopent-2-en-1-yl]ethanol
• SMILES (Canonical): C1CC(=C(C1CCO)CO)CO
• SMILES (Isomeric): C1CC(=C([C@H]1CCO)CO)CO
• InChI: InChI=1S/C9H16O3/c10-4-3-7-1-2-8(5-11)9(7)6-12/h7,10-12H,1-6H2/t7-/m1/s1
• InChI Key: MLYCOEWFWUPHFZ-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22 g/mol
• Exact Mass: 172.109944368 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9508	95.08%
Caco-2	-	0.6115	61.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6166	61.66%
OATP2B1 inhibitior	-	0.8469	84.69%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.9183	91.83%
P-glycoprotein inhibitior	-	0.9814	98.14%
P-glycoprotein substrate	-	0.9224	92.24%
CYP3A4 substrate	-	0.6489	64.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7134	71.34%
CYP3A4 inhibition	-	0.9177	91.77%
CYP2C9 inhibition	-	0.8972	89.72%
CYP2C19 inhibition	-	0.8714	87.14%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8776	87.76%
CYP2C8 inhibition	-	0.9196	91.96%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.6039	60.39%
Eye corrosion	-	0.6938	69.38%
Eye irritation	+	0.9827	98.27%
Skin irritation	-	0.6679	66.79%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6253	62.53%
Micronuclear	-	0.9341	93.41%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.6092	60.92%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4615	46.15%
Acute Oral Toxicity (c)	III	0.8424	84.24%
Estrogen receptor binding	-	0.9099	90.99%
Androgen receptor binding	-	0.7522	75.22%
Thyroid receptor binding	-	0.8213	82.13%
Glucocorticoid receptor binding	-	0.7770	77.70%
Aromatase binding	-	0.8843	88.43%
PPAR gamma	-	0.7884	78.84%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.6479	64.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	93.57%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.91%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.84%	96.09%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 5316559
• NPASS: NPC222660