(1R,7R,8R,11S,12S)-7-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one

Details

• Internal ID: 8df999f5-ad34-40fd-a32e-9bce242da93d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,7R,8R,11S,12S)-7-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one
• SMILES (Canonical): CC1(C2CCC3C24CC1CC=C4C(=O)OC3O)C
• SMILES (Isomeric): CC1([C@@H]2CC[C@@H]3[C@]24C[C@H]1CC=C4C(=O)O[C@H]3O)C
• InChI: InChI=1S/C15H20O3/c1-14(2)8-3-4-9-12(16)18-13(17)10-5-6-11(14)15(9,10)7-8/h4,8,10-11,13,17H,3,5-7H2,1-2H3/t8-,10+,11+,13-,15-/m1/s1
• InChI Key: IKHDDOCXVPLQIO-HTQYSMPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8263	82.63%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7049	70.49%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.9346	93.46%
P-glycoprotein substrate	-	0.8691	86.91%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9403	94.03%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	-	0.6121	61.21%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	-	0.6503	65.03%
CYP2C8 inhibition	-	0.8272	82.72%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.8891	88.91%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5765	57.65%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.5882	58.82%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5051	50.51%
Acute Oral Toxicity (c)	III	0.5167	51.67%
Estrogen receptor binding	-	0.5409	54.09%
Androgen receptor binding	-	0.6141	61.41%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	-	0.6625	66.25%
Aromatase binding	-	0.8207	82.07%
PPAR gamma	-	0.6981	69.81%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	94.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.90%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.65%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.37%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.17%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.91%	97.14%

Plants that contains it

• Jungia stuebelii

Cross-Links

• PubChem: 163104439
• LOTUS: LTS0252248
• wikiData: Q105114615