(5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one

Details

• Internal ID: 2b7e3d0a-c91c-4645-99e6-79f3794b37bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(CC(C1)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)C(C[C@H](C1)O)(C)C
• InChI: InChI=1S/C10H16O2/c1-7-4-8(11)6-10(2,3)9(12)5-7/h5,8,11H,4,6H2,1-3H3/t8-/m0/s1
• InChI Key: BLHBDYVQEDKFOP-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 2
• 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	+	0.9950	99.50%
Caco-2	+	0.9509	95.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6127	61.27%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8866	88.66%
P-glycoprotein inhibitior	-	0.9772	97.72%
P-glycoprotein substrate	-	0.8996	89.96%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8702	87.02%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	-	0.8095	80.95%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.8588	85.88%
CYP2C8 inhibition	-	0.9793	97.93%
CYP inhibitory promiscuity	-	0.9250	92.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6644	66.44%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.8911	89.11%
Eye irritation	+	0.9365	93.65%
Skin irritation	+	0.6302	63.02%
Skin corrosion	-	0.8609	86.09%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7274	72.74%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	+	0.8855	88.55%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.4874	48.74%
Acute Oral Toxicity (c)	III	0.8105	81.05%
Estrogen receptor binding	-	0.9646	96.46%
Androgen receptor binding	-	0.5780	57.80%
Thyroid receptor binding	-	0.8959	89.59%
Glucocorticoid receptor binding	-	0.8867	88.67%
Aromatase binding	-	0.8374	83.74%
PPAR gamma	-	0.8684	86.84%
Honey bee toxicity	-	0.9325	93.25%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7003	70.03%

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	92.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Croton hieronymi

Cross-Links

• PubChem: 163031494
• LOTUS: LTS0252931
• wikiData: Q104938020