(1S,2R,5R,7S,11S)-7,11-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-en-10-one

Details

• Internal ID: 39bcc5f4-74f9-4349-be46-7598a6b3e4fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Cedrane and isocedrane sesquiterpenoids
• IUPAC Name: (1S,2R,5R,7S,11S)-7,11-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-en-10-one
• SMILES (Canonical): CC1CCC2C13C(C(C2(C)C)(C(=CC3=O)C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@]13[C@@H]([C@@](C2(C)C)(C(=CC3=O)C)O)O
• InChI: InChI=1S/C15H22O3/c1-8-5-6-10-13(3,4)15(18)9(2)7-11(16)14(8,10)12(15)17/h7-8,10,12,17-18H,5-6H2,1-4H3/t8-,10-,12+,14-,15-/m1/s1
• InChI Key: VKIYGVWPSWPZCK-YIMSWKSESA-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: 1.30
• Atomic LogP (AlogP): 1.68
• 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	+	0.9899	98.99%
Caco-2	+	0.7131	71.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6052	60.52%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.8499	84.99%
CYP3A4 substrate	+	0.5537	55.37%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.9086	90.86%
CYP2C9 inhibition	-	0.5998	59.98%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	-	0.5059	50.59%
CYP2C8 inhibition	-	0.9309	93.09%
CYP inhibitory promiscuity	-	0.7548	75.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5061	50.61%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8672	86.72%
Skin irritation	+	0.6262	62.62%
Skin corrosion	-	0.8763	87.63%
Ames mutagenesis	-	0.8224	82.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7040	70.40%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5027	50.27%
skin sensitisation	+	0.5099	50.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4615	46.15%
Acute Oral Toxicity (c)	III	0.5797	57.97%
Estrogen receptor binding	-	0.5660	56.60%
Androgen receptor binding	+	0.6290	62.90%
Thyroid receptor binding	+	0.5271	52.71%
Glucocorticoid receptor binding	-	0.6542	65.42%
Aromatase binding	-	0.6814	68.14%
PPAR gamma	-	0.6020	60.20%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5790	57.90%
Fish aquatic toxicity	+	0.9692	96.92%

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	91.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.92%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.12%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.36%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.35%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.75%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

• Coreopsis woytkowskii

Cross-Links

• PubChem: 162997790
• LOTUS: LTS0059256
• wikiData: Q105287794