(1S,5R,6R)-5-[(2R)-2-hydroxybutan-2-yl]-2-methyl-6-(2-methylprop-1-enyl)cyclohex-2-en-1-ol

Details

• Internal ID: 94d796b0-acd0-4a5b-8d08-6a4b222f001d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,5R,6R)-5-[(2R)-2-hydroxybutan-2-yl]-2-methyl-6-(2-methylprop-1-enyl)cyclohex-2-en-1-ol
• SMILES (Canonical): CCC(C)(C1CC=C(C(C1C=C(C)C)O)C)O
• SMILES (Isomeric): CC[C@](C)([C@@H]1CC=C([C@H]([C@@H]1C=C(C)C)O)C)O
• InChI: InChI=1S/C15H26O2/c1-6-15(5,17)13-8-7-11(4)14(16)12(13)9-10(2)3/h7,9,12-14,16-17H,6,8H2,1-5H3/t12-,13-,14-,15-/m1/s1
• InChI Key: CJDZRSPYLGEJSX-KBUPBQIOSA-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: 2.70
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6836	68.36%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5863	58.63%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8585	85.85%
P-glycoprotein inhibitior	-	0.9519	95.19%
P-glycoprotein substrate	-	0.7719	77.19%
CYP3A4 substrate	-	0.5644	56.44%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	+	0.5342	53.42%
CYP2C9 inhibition	-	0.8138	81.38%
CYP2C19 inhibition	-	0.6465	64.65%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	-	0.9044	90.44%
CYP inhibitory promiscuity	+	0.5190	51.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8013	80.13%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.8506	85.06%
Skin irritation	-	0.5878	58.78%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	+	0.8192	81.92%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7954	79.54%
Acute Oral Toxicity (c)	III	0.7858	78.58%
Estrogen receptor binding	-	0.6371	63.71%
Androgen receptor binding	-	0.6691	66.91%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	-	0.8062	80.62%
Aromatase binding	-	0.8512	85.12%
PPAR gamma	-	0.6604	66.04%
Honey bee toxicity	-	0.8951	89.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	93.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.97%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.22%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.06%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	81.13%	83.82%

Plants that contains it

• Commiphora myrrha
• Lophophora williamsii
• Ophiopogon intermedius
• Porophyllum ruderale
• Traversia baccharoides

Cross-Links

• PubChem: 11843778
• NPASS: NPC292967
• LOTUS: LTS0018488
• wikiData: Q104960938