(1R,6S)-6-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-2-en-1-ol

Details

• Internal ID: 813c2b27-7ed7-4708-a0a6-2d4fd7dc01b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,6S)-6-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1=CC(C(CC1)C(C)CCC=C(C)CO)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@H](CC1)[C@H](C)CC/C=C(\C)/CO)O
• InChI: InChI=1S/C15H26O2/c1-11-7-8-14(15(17)9-11)13(3)6-4-5-12(2)10-16/h5,9,13-17H,4,6-8,10H2,1-3H3/b12-5+/t13-,14+,15+/m1/s1
• InChI Key: DFIUOPFZVPTMHK-HRSPRXKWSA-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: 2.80
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 2
• 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	+	0.9907	99.07%
Caco-2	+	0.8457	84.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5593	55.93%
BSEP inhibitior	-	0.7789	77.89%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	-	0.5091	50.91%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	-	0.7384	73.84%
CYP3A4 inhibition	+	0.5432	54.32%
CYP2C9 inhibition	-	0.7217	72.17%
CYP2C19 inhibition	-	0.6895	68.95%
CYP2D6 inhibition	-	0.6906	69.06%
CYP1A2 inhibition	+	0.5195	51.95%
CYP2C8 inhibition	-	0.9545	95.45%
CYP inhibitory promiscuity	-	0.6367	63.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7381	73.81%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4303	43.03%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6843	68.43%
skin sensitisation	+	0.5861	58.61%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.6831	68.31%
Estrogen receptor binding	-	0.7648	76.48%
Androgen receptor binding	-	0.5899	58.99%
Thyroid receptor binding	+	0.5652	56.52%
Glucocorticoid receptor binding	-	0.5753	57.53%
Aromatase binding	-	0.7868	78.68%
PPAR gamma	-	0.5699	56.99%
Honey bee toxicity	-	0.9134	91.34%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9693	96.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.23%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.47%	97.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.77%	93.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.68%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.66%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.53%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%

Plants that contains it

• Cousinia canescens

Cross-Links

• PubChem: 162956244
• LOTUS: LTS0240378
• wikiData: Q104977881