(1R,2R,3R,6S,8S,9R)-1,9-dihydroxy-3,8-dimethyltricyclo[4.4.0.02,8]decan-5-one

Details

• Internal ID: 1f108daa-118e-4c02-9cbd-8d96db8c95ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (1R,2R,3R,6S,8S,9R)-1,9-dihydroxy-3,8-dimethyltricyclo[4.4.0.02,8]decan-5-one
• SMILES (Canonical): CC1CC(=O)C2CC3(C1C2(CC3O)O)C
• SMILES (Isomeric): C[C@@H]1CC(=O)[C@H]2C[C@]3([C@@H]1[C@@]2(C[C@H]3O)O)C
• InChI: InChI=1S/C12H18O3/c1-6-3-8(13)7-4-11(2)9(14)5-12(7,15)10(6)11/h6-7,9-10,14-15H,3-5H2,1-2H3/t6-,7-,9-,10-,11-,12+/m1/s1
• InChI Key: JNPHSTNWTXPSFQ-LIBSUMNQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 3
• 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	+	0.9928	99.28%
Caco-2	-	0.5716	57.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5356	53.56%
OATP2B1 inhibitior	-	0.8418	84.18%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8757	87.57%
P-glycoprotein inhibitior	-	0.9484	94.84%
P-glycoprotein substrate	-	0.8585	85.85%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.5281	52.81%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.7910	79.10%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.7571	75.71%
CYP2C8 inhibition	-	0.9757	97.57%
CYP inhibitory promiscuity	-	0.9348	93.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7360	73.60%
Skin irritation	+	0.5215	52.15%
Skin corrosion	-	0.8939	89.39%
Ames mutagenesis	-	0.7398	73.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.8217	82.17%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6482	64.82%
skin sensitisation	-	0.7605	76.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	-	0.6043	60.43%
Androgen receptor binding	+	0.6153	61.53%
Thyroid receptor binding	-	0.6968	69.68%
Glucocorticoid receptor binding	-	0.7574	75.74%
Aromatase binding	-	0.8323	83.23%
PPAR gamma	-	0.7003	70.03%
Honey bee toxicity	-	0.9055	90.55%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9693	96.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.17%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.90%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.60%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.92%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

• Gaillardia pulchella

Cross-Links

• PubChem: 101286249
• LOTUS: LTS0090571
• wikiData: Q105132047