Guaidiol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	d85ec0cd-bb81-45f9-bd7f-cb14d70db43c
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
IUPAC Name	(1S,3aS,4S,7R,8aS)-1,4-dimethyl-7-prop-1-en-2-yl-2,3,3a,5,6,7,8,8a-octahydroazulene-1,4-diol
SMILES (Canonical)	CC(=C)C1CCC(C2CCC(C2C1)(C)O)(C)O
SMILES (Isomeric)	CC(=C)[C@@H]1CC[C@]([C@H]2CC[C@]([C@H]2C1)(C)O)(C)O
InChI	InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3,16)12-6-8-15(4,17)13(12)9-11/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13+,14+,15+/m1/s1
InChI Key	RQHOQQOEZPFYTD-QTVXIADOSA-N
Popularity	4 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₅H₂₆O₂
Molecular Weight	238.37 g/mol
Exact Mass	238.193280068 g/mol
Topological Polar Surface Area (TPSA)	40.50 Å²
XlogP	2.70
Atomic LogP (AlogP)	2.89
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

Top

Guaiadiol A

Guaidiol A

CHEMBL463902

CHEBI:176395

DTXSID601139947

(1S,3aS,4S,7R,8aS)-1,4-dimethyl-7-prop-1-en-2-yl-2,3,3a,5,6,7,8,8a-octahydroazulene-1,4-diol

(1S,3aS,4S,7R,8aS)-Decahydro-1,4-dimethyl-7-(1-methylethenyl)-1,4-azulenediol

217817-10-2

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.6908	69.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6434	64.34%
OATP2B1 inhibitior	-	0.8451	84.51%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8402	84.02%
P-glycoprotein inhibitior	-	0.9357	93.57%
P-glycoprotein substrate	-	0.8411	84.11%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.8169	81.69%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.7367	73.67%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.5339	53.39%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5539	55.39%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.6675	66.75%
Skin irritation	+	0.5514	55.14%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.8037	80.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5213	52.13%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6497	64.97%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5121	51.21%
Acute Oral Toxicity (c)	III	0.7366	73.66%
Estrogen receptor binding	-	0.5117	51.17%
Androgen receptor binding	-	0.5603	56.03%
Thyroid receptor binding	-	0.5547	55.47%
Glucocorticoid receptor binding	+	0.5936	59.36%
Aromatase binding	-	0.5276	52.76%
PPAR gamma	-	0.7926	79.26%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9439	94.39%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.98%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.75%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	87.25%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.79%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	84.73%	97.79%
CHEMBL1871	P10275	Androgen Receptor	82.65%	96.43%
CHEMBL259	P32245	Melanocortin receptor 4	82.09%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.66%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.99%	85.14%
CHEMBL233	P35372	Mu opioid receptor	80.89%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	80.46%	98.10%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.39%	85.30%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.03%	91.03%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.