(2S,5R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,5-diol

Details

• Internal ID: c4064497-9826-45ea-a439-838e3c19c679
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2S,5R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,5-diol
• SMILES (Canonical): CC1(C2CC(C1(CC2O)C)O)C
• SMILES (Isomeric): CC1(C2C[C@@H](C1(C[C@H]2O)C)O)C
• InChI: InChI=1S/C10H18O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-8,11-12H,4-5H2,1-3H3/t6?,7-,8+,10?/m1/s1
• InChI Key: HLVIHBJQDKVEAL-CINMIUTLSA-N
• Popularity: 1 reference 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: 1.40
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	-	0.5499	54.99%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5591	55.91%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9661	96.61%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9496	94.96%
P-glycoprotein inhibitior	-	0.9795	97.95%
P-glycoprotein substrate	-	0.9091	90.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7698	76.98%
CYP2D6 substrate	-	0.7363	73.63%
CYP3A4 inhibition	-	0.9229	92.29%
CYP2C9 inhibition	-	0.9322	93.22%
CYP2C19 inhibition	-	0.9221	92.21%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	-	0.9300	93.00%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9378	93.78%
Eye irritation	+	0.8401	84.01%
Skin irritation	+	0.5657	56.57%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7113	71.13%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5249	52.49%
skin sensitisation	+	0.7331	73.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6285	62.85%
Acute Oral Toxicity (c)	III	0.6926	69.26%
Estrogen receptor binding	-	0.7332	73.32%
Androgen receptor binding	-	0.6599	65.99%
Thyroid receptor binding	-	0.7585	75.85%
Glucocorticoid receptor binding	-	0.7769	77.69%
Aromatase binding	-	0.8303	83.03%
PPAR gamma	-	0.8012	80.12%
Honey bee toxicity	-	0.7396	73.96%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	94.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.98%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.82%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.24%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.56%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.85%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.28%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.30%	95.93%
CHEMBL206	P03372	Estrogen receptor alpha	81.06%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101254152
• LOTUS: LTS0002365
• wikiData: Q105030317