(4S,5S,6R)-4,6-dihydroxy-2-(hydroxymethyl)-5-propan-2-ylcyclohex-2-en-1-one

Details

• Internal ID: a45f6448-78c4-4ee6-8e28-34f823fbb29d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4S,5S,6R)-4,6-dihydroxy-2-(hydroxymethyl)-5-propan-2-ylcyclohex-2-en-1-one
• SMILES (Canonical): CC(C)C1C(C=C(C(=O)C1O)CO)O
• SMILES (Isomeric): CC(C)[C@H]1[C@H](C=C(C(=O)[C@@H]1O)CO)O
• InChI: InChI=1S/C10H16O4/c1-5(2)8-7(12)3-6(4-11)9(13)10(8)14/h3,5,7-8,10-12,14H,4H2,1-2H3/t7-,8-,10+/m0/s1
• InChI Key: HPZJQYJGKPNSIZ-OYNCUSHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9107	91.07%
Caco-2	-	0.6453	64.53%
Blood Brain Barrier	-	0.5201	52.01%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.9398	93.98%
P-glycoprotein inhibitior	-	0.9543	95.43%
P-glycoprotein substrate	-	0.9337	93.37%
CYP3A4 substrate	-	0.6213	62.13%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8240	82.40%
CYP2C9 inhibition	-	0.6169	61.69%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.8244	82.44%
CYP1A2 inhibition	-	0.7203	72.03%
CYP2C8 inhibition	-	0.9928	99.28%
CYP inhibitory promiscuity	-	0.6118	61.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8050	80.50%
Carcinogenicity (trinary)	Non-required	0.7800	78.00%
Eye corrosion	-	0.9641	96.41%
Eye irritation	-	0.7592	75.92%
Skin irritation	-	0.6698	66.98%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7233	72.33%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5783	57.83%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.6081	60.81%
Estrogen receptor binding	-	0.8596	85.96%
Androgen receptor binding	-	0.7990	79.90%
Thyroid receptor binding	-	0.8358	83.58%
Glucocorticoid receptor binding	-	0.8575	85.75%
Aromatase binding	-	0.7999	79.99%
PPAR gamma	-	0.8715	87.15%
Honey bee toxicity	-	0.9459	94.59%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7152	71.52%
Fish aquatic toxicity	+	0.7595	75.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.83%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.24%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.48%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%

Plants that contains it

• Sphaeranthus bullatus

Cross-Links

• PubChem: 14589114
• LOTUS: LTS0101190
• wikiData: Q105032084