5-[(2R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-2-methylcyclohex-2-en-1-one

Details

• Internal ID: 22162b14-b59f-4daa-82ef-861dcfbf3ae7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[(2R)-2,5-dihydroxy-6-methylhept-6-en-2-yl]-2-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(CC1=O)C(C)(CCC(C(=C)C)O)O
• SMILES (Isomeric): CC1=CCC(CC1=O)[C@@](C)(CCC(C(=C)C)O)O
• InChI: InChI=1S/C15H24O3/c1-10(2)13(16)7-8-15(4,18)12-6-5-11(3)14(17)9-12/h5,12-13,16,18H,1,6-9H2,2-4H3/t12?,13?,15-/m1/s1
• InChI Key: IRZBRZQOVLODDW-SSDMNJCBSA-N
• Popularity: 0 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: 2.10
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8702	87.02%
P-glycoprotein inhibitior	-	0.9438	94.38%
P-glycoprotein substrate	-	0.7176	71.76%
CYP3A4 substrate	+	0.5407	54.07%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.6220	62.20%
CYP2C9 inhibition	-	0.8917	89.17%
CYP2C19 inhibition	-	0.9086	90.86%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	-	0.8867	88.67%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6245	62.45%
Eye corrosion	-	0.9839	98.39%
Eye irritation	+	0.6469	64.69%
Skin irritation	+	0.4904	49.04%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5690	56.90%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.7020	70.20%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5954	59.54%
Acute Oral Toxicity (c)	III	0.7119	71.19%
Estrogen receptor binding	-	0.7741	77.41%
Androgen receptor binding	-	0.7641	76.41%
Thyroid receptor binding	-	0.6447	64.47%
Glucocorticoid receptor binding	+	0.5940	59.40%
Aromatase binding	-	0.6941	69.41%
PPAR gamma	-	0.5304	53.04%
Honey bee toxicity	-	0.8324	83.24%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.32%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.91%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.71%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.51%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 102180783
• NPASS: NPC89008