(1R,2S,5S)-2-(hydroxymethyl)-5-propan-2-ylbicyclo[3.1.0]hexan-2-ol

Details

• Internal ID: fe774b4e-97c1-4a7a-9515-7cec7e409b26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,2S,5S)-2-(hydroxymethyl)-5-propan-2-ylbicyclo[3.1.0]hexan-2-ol
• InChI: InChI=1S/C10H18O2/c1-7(2)9-3-4-10(12,6-11)8(9)5-9/h7-8,11-12H,3-6H2,1-2H3/t8-,9+,10-/m1/s1
• InChI Key: YFVHFVBKJFHSAE-KXUCPTDWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	-	0.6162	61.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	0.8388	83.88%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.9615	96.15%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9111	91.11%
CYP3A4 substrate	-	0.5775	57.75%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.9585	95.85%
CYP2C9 inhibition	-	0.7803	78.03%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.6590	65.90%
CYP2C8 inhibition	-	0.9827	98.27%
CYP inhibitory promiscuity	-	0.9601	96.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7024	70.24%
Eye corrosion	-	0.9538	95.38%
Eye irritation	+	0.8856	88.56%
Skin irritation	-	0.6935	69.35%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.9283	92.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6408	64.08%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5524	55.24%
skin sensitisation	+	0.4898	48.98%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6097	60.97%
Acute Oral Toxicity (c)	III	0.7527	75.27%
Estrogen receptor binding	-	0.7323	73.23%
Androgen receptor binding	-	0.7378	73.78%
Thyroid receptor binding	-	0.7825	78.25%
Glucocorticoid receptor binding	-	0.6493	64.93%
Aromatase binding	-	0.7703	77.03%
PPAR gamma	-	0.8002	80.02%
Honey bee toxicity	-	0.9177	91.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.5545	55.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.18%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	87.75%	98.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.39%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	86.27%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	85.99%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	85.87%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.72%	92.86%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 101602297
• LOTUS: LTS0263771
• wikiData: Q105347821