(E,6S)-2-methyl-6-[(1R)-4-methylcyclohex-3-en-1-yl]hept-3-ene-2,6-diol

Details

• Internal ID: b60120f3-86a3-4c00-b916-41c620fdf4f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E,6S)-2-methyl-6-[(1R)-4-methylcyclohex-3-en-1-yl]hept-3-ene-2,6-diol
• SMILES (Canonical): CC1=CCC(CC1)C(C)(CC=CC(C)(C)O)O
• SMILES (Isomeric): CC1=CC[C@@H](CC1)[C@](C)(C/C=C/C(C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-12-6-8-13(9-7-12)15(4,17)11-5-10-14(2,3)16/h5-6,10,13,16-17H,7-9,11H2,1-4H3/b10-5+/t13-,15-/m0/s1
• InChI Key: KHPLSAWGYMTNML-UZQMHCEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.8139	81.39%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5499	54.99%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5831	58.31%
P-glycoprotein inhibitior	-	0.9586	95.86%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.7764	77.64%
CYP3A4 inhibition	-	0.7652	76.52%
CYP2C9 inhibition	-	0.7832	78.32%
CYP2C19 inhibition	-	0.7676	76.76%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7750	77.50%
CYP2C8 inhibition	-	0.6868	68.68%
CYP inhibitory promiscuity	-	0.6752	67.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9396	93.96%
Eye irritation	-	0.7884	78.84%
Skin irritation	-	0.5671	56.71%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6883	68.83%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.8913	89.13%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.8727	87.27%
Estrogen receptor binding	-	0.7792	77.92%
Androgen receptor binding	-	0.8561	85.61%
Thyroid receptor binding	-	0.5661	56.61%
Glucocorticoid receptor binding	-	0.5918	59.18%
Aromatase binding	-	0.7716	77.16%
PPAR gamma	-	0.7957	79.57%
Honey bee toxicity	-	0.9424	94.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9451	94.51%

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	96.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.33%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.17%	95.89%

Plants that contains it

• Achillea odorata

Cross-Links

• PubChem: 162850263
• LOTUS: LTS0106670
• wikiData: Q105141278