(1S,2S,3R,4R)-1-(hydroxymethyl)-7,7-dimethylbicyclo[2.2.1]heptane-2,3-diol

Details

• Internal ID: faf44388-337e-4009-9663-a00386b76d3f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,2S,3R,4R)-1-(hydroxymethyl)-7,7-dimethylbicyclo[2.2.1]heptane-2,3-diol
• SMILES (Canonical): CC1(C2CCC1(C(C2O)O)CO)C
• SMILES (Isomeric): CC1([C@H]2CC[C@@]1([C@@H]([C@@H]2O)O)CO)C
• InChI: InChI=1S/C10H18O3/c1-9(2)6-3-4-10(9,5-11)8(13)7(6)12/h6-8,11-13H,3-5H2,1-2H3/t6-,7+,8+,10-/m0/s1
• InChI Key: LAEKGIZYJDGWSB-WHQQTDPMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9156	91.56%
Caco-2	-	0.8030	80.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6588	65.88%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9245	92.45%
P-glycoprotein inhibitior	-	0.9742	97.42%
P-glycoprotein substrate	-	0.9325	93.25%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.7686	76.86%
CYP3A4 inhibition	-	0.9711	97.11%
CYP2C9 inhibition	-	0.6855	68.55%
CYP2C19 inhibition	-	0.8510	85.10%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.7420	74.20%
CYP2C8 inhibition	-	0.9082	90.82%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9023	90.23%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9761	97.61%
Eye irritation	+	0.7585	75.85%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6234	62.34%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5089	50.89%
skin sensitisation	-	0.6965	69.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6678	66.78%
Acute Oral Toxicity (c)	III	0.7031	70.31%
Estrogen receptor binding	-	0.7341	73.41%
Androgen receptor binding	-	0.5102	51.02%
Thyroid receptor binding	-	0.7844	78.44%
Glucocorticoid receptor binding	-	0.7904	79.04%
Aromatase binding	-	0.7397	73.97%
PPAR gamma	-	0.7599	75.99%
Honey bee toxicity	-	0.9352	93.52%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8396	83.96%

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	96.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.08%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.72%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.16%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.57%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.82%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.37%	95.50%

Plants that contains it

• Florestina tripteris

Cross-Links

• PubChem: 162958916
• LOTUS: LTS0195293
• wikiData: Q105148602