(1S,2R,3R,5S,6S,8R,9S)-3,9-dihydroxy-2,8-dimethyl-5-propan-2-yltricyclo[4.4.0.02,8]decan-7-one

Details

• Internal ID: 664a18b6-828f-47fc-ae2e-8192dcfb4203
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3R,5S,6S,8R,9S)-3,9-dihydroxy-2,8-dimethyl-5-propan-2-yltricyclo[4.4.0.02,8]decan-7-one
• InChI: InChI=1S/C15H24O3/c1-7(2)8-5-10(16)14(3)9-6-11(17)15(14,4)13(18)12(8)9/h7-12,16-17H,5-6H2,1-4H3/t8-,9-,10+,11-,12-,14-,15+/m0/s1
• InChI Key: NHHXJYJHKZKLBD-RVXSEFIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	-	0.8436	84.36%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9317	93.17%
P-glycoprotein inhibitior	-	0.9318	93.18%
P-glycoprotein substrate	-	0.6883	68.83%
CYP3A4 substrate	+	0.5093	50.93%
CYP2C9 substrate	-	0.8408	84.08%
CYP2D6 substrate	-	0.7400	74.00%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.7797	77.97%
CYP2C8 inhibition	-	0.9729	97.29%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9166	91.66%
Skin irritation	+	0.5513	55.13%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.7728	77.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6573	65.73%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.6587	65.87%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.3557	35.57%
Estrogen receptor binding	+	0.5852	58.52%
Androgen receptor binding	+	0.6411	64.11%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6423	64.23%
Aromatase binding	-	0.6199	61.99%
PPAR gamma	-	0.6501	65.01%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9042	90.42%

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	93.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.24%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.17%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.20%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.20%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	83.64%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.28%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	82.13%	98.03%
CHEMBL2581	P07339	Cathepsin D	80.67%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.43%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	80.43%	97.79%

Plants that contains it

• Dendrobium nobile

Cross-Links

• PubChem: 163081696
• LOTUS: LTS0041974
• wikiData: Q105179386