6-(3-Hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-ol

Details

• Internal ID: 5141d121-f3c4-415d-8d18-c4a04c8bd067
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-ol
• SMILES (Canonical): CC12CCC(CC1C(=C)CCC2O)C(=C)CO
• SMILES (Isomeric): CC12CCC(CC1C(=C)CCC2O)C(=C)CO
• InChI: InChI=1S/C15H24O2/c1-10-4-5-14(17)15(3)7-6-12(8-13(10)15)11(2)9-16/h12-14,16-17H,1-2,4-9H2,3H3
• InChI Key: GQALYZKBZHJCTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.6077	60.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4991	49.91%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5635	56.35%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.8351	83.51%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.6436	64.36%
CYP2C9 inhibition	-	0.8611	86.11%
CYP2C19 inhibition	-	0.7227	72.27%
CYP2D6 inhibition	-	0.9102	91.02%
CYP1A2 inhibition	-	0.7593	75.93%
CYP2C8 inhibition	-	0.7869	78.69%
CYP inhibitory promiscuity	-	0.7094	70.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.6160	61.60%
Skin irritation	-	0.6665	66.65%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.8407	84.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6049	60.49%
skin sensitisation	-	0.6316	63.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7817	78.17%
Acute Oral Toxicity (c)	III	0.7642	76.42%
Estrogen receptor binding	-	0.4823	48.23%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	-	0.5525	55.25%
Glucocorticoid receptor binding	+	0.6748	67.48%
Aromatase binding	-	0.6679	66.79%
PPAR gamma	-	0.6829	68.29%
Honey bee toxicity	-	0.9146	91.46%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9727	97.27%

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	97.12%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.48%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.92%	90.17%
CHEMBL206	P03372	Estrogen receptor alpha	83.64%	97.64%
CHEMBL1871	P10275	Androgen Receptor	83.44%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.10%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.03%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.19%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	80.57%	98.10%

Plants that contains it

• Gonospermum fruticosum

Cross-Links

• PubChem: 163021877
• LOTUS: LTS0012536
• wikiData: Q105015287