(1S,4R,7R,8aS)-7-hydroxy-9-(hydroxymethyl)-1,4,9-trimethyl-2,4,5,7,8,8a-hexahydro-4,7-methanoazulen-6(1H)-one

Details

• Internal ID: 232fa169-a946-4a0c-87a4-f8cad4e04526
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,5S,6S,8R)-8-hydroxy-11-(hydroxymethyl)-1,5,11-trimethyltricyclo[6.2.1.02,6]undec-2-en-9-one
• SMILES (Canonical): CC1CC=C2C1CC3(C(=O)CC2(C3(C)CO)C)O
• SMILES (Isomeric): C[C@H]1CC=C2[C@H]1C[C@@]3(C(=O)C[C@]2(C3(C)CO)C)O
• InChI: InChI=1S/C15H22O3/c1-9-4-5-11-10(9)6-15(18)12(17)7-13(11,2)14(15,3)8-16/h5,9-10,16,18H,4,6-8H2,1-3H3/t9-,10-,13+,14?,15-/m0/s1
• InChI Key: LUADJIBUFOIMNV-HTSBLVJZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• DTXSID10904661
• (1S,4R,7R,8aS)-7-hydroxy-9-(hydroxymethyl)-1,4,9-trimethyl-2,4,5,7,8,8a-hexahydro-4,7-methanoazulen-6(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.8394	83.94%
Blood Brain Barrier	+	0.7890	78.90%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6529	65.29%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7909	79.09%
BSEP inhibitior	-	0.7351	73.51%
P-glycoprotein inhibitior	-	0.9665	96.65%
P-glycoprotein substrate	-	0.8263	82.63%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8341	83.41%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.8206	82.06%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8615	86.15%
CYP2C8 inhibition	-	0.9027	90.27%
CYP inhibitory promiscuity	-	0.8758	87.58%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.7198	71.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.6059	60.59%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5502	55.02%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	III	0.6459	64.59%
Estrogen receptor binding	-	0.7512	75.12%
Androgen receptor binding	+	0.6626	66.26%
Thyroid receptor binding	+	0.5586	55.86%
Glucocorticoid receptor binding	-	0.5115	51.15%
Aromatase binding	-	0.5624	56.24%
PPAR gamma	-	0.8817	88.17%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	94.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.91%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.15%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.24%	90.00%

Plants that contains it

• Stellera chamaejasme

Cross-Links

• PubChem: 118705846
• LOTUS: LTS0265777
• wikiData: Q82873507