(1S,2R,3R,5R,7S,8S)-3,5-dihydroxy-2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one

Details

• Internal ID: 6d058d40-22b7-4bb7-95bd-bf923feca108
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3R,5R,7S,8S)-3,5-dihydroxy-2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one
• InChI: InChI=1S/C15H22O3/c1-7-5-8(16)12-13-11(7)15(12,4)10(18)6-9(17)14(13,2)3/h5,9-13,17-18H,6H2,1-4H3/t9-,10-,11-,12+,13+,15-/m1/s1
• InChI Key: ICGLVNYUWABLDK-CZYNCPRBSA-N
• Popularity: 2 references 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: 1.00
• Atomic LogP (AlogP): 1.54
• 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	+	0.9968	99.68%
Caco-2	-	0.5398	53.98%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5719	57.19%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9705	97.05%
P-glycoprotein inhibitior	-	0.9006	90.06%
P-glycoprotein substrate	-	0.8439	84.39%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6943	69.43%
CYP2C9 inhibition	-	0.7423	74.23%
CYP2C19 inhibition	-	0.6185	61.85%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	-	0.7600	76.00%
CYP2C8 inhibition	-	0.9224	92.24%
CYP inhibitory promiscuity	-	0.6316	63.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5027	50.27%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.7210	72.10%
Skin irritation	+	0.4914	49.14%
Skin corrosion	-	0.8953	89.53%
Ames mutagenesis	-	0.8064	80.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5150	51.50%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.6815	68.15%
skin sensitisation	+	0.5348	53.48%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5715	57.15%
Acute Oral Toxicity (c)	III	0.4945	49.45%
Estrogen receptor binding	-	0.5579	55.79%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	-	0.5952	59.52%
Aromatase binding	-	0.8099	80.99%
PPAR gamma	-	0.7034	70.34%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9227	92.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.46%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.98%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%

Plants that contains it

• Lavandula stoechas

Cross-Links

• PubChem: 162925839
• LOTUS: LTS0028885
• wikiData: Q105110968