6-[1-(Hydroxymethyl)vinyl]-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydro-1,3-naphthalenediol

Details

• Internal ID: 7ce0c944-148a-42a8-929a-c772249602b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 6-(3-hydroxyprop-1-en-2-yl)-4,4a-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-1,3-diol
• SMILES (Canonical): CC1C(CC(C2=CCC(CC12C)C(=C)CO)O)O
• SMILES (Isomeric): CC1C(CC(C2=CCC(CC12C)C(=C)CO)O)O
• InChI: InChI=1S/C15H24O3/c1-9(8-16)11-4-5-12-14(18)6-13(17)10(2)15(12,3)7-11/h5,10-11,13-14,16-18H,1,4,6-8H2,2-3H3
• InChI Key: BTDPURYQPFUDPF-UHFFFAOYSA-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): 60.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 1,3-Naphthalenediol, 1,2,3,4,4a,5,6,7-octahydro-6-[1-(hydroxymethyl)ethenyl]-4,4a-dimethyl-, (1.alpha.,3.beta.,4.beta.,4a.alpha.,6.alpha.)-
• 6-[1-(Hydroxymethyl)vinyl]-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydro-1,3-naphthalenediol #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.6734	67.34%
Blood Brain Barrier	+	0.6105	61.05%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5953	59.53%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8549	85.49%
BSEP inhibitior	-	0.9225	92.25%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.6899	68.99%
CYP3A4 substrate	+	0.5699	56.99%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7136	71.36%
CYP2C9 inhibition	-	0.8542	85.42%
CYP2C19 inhibition	-	0.7540	75.40%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.7864	78.64%
CYP2C8 inhibition	-	0.7595	75.95%
CYP inhibitory promiscuity	-	0.6947	69.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9539	95.39%
Skin irritation	-	0.6518	65.18%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6388	63.88%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.7664	76.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4625	46.25%
Acute Oral Toxicity (c)	III	0.6469	64.69%
Estrogen receptor binding	-	0.5301	53.01%
Androgen receptor binding	-	0.5941	59.41%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	-	0.4775	47.75%
Aromatase binding	+	0.5512	55.12%
PPAR gamma	-	0.7741	77.41%
Honey bee toxicity	-	0.8920	89.20%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.50%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	89.92%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.72%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.95%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.31%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.72%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.20%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.73%	90.00%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 571140
• LOTUS: LTS0090015
• wikiData: Q104945545