Guaiol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8f864b3e-f681-4f5e-876d-ccfb3b5d2754
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name	2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
SMILES (Canonical)	CC1CCC(CC2=C1CCC2C)C(C)(C)O
SMILES (Isomeric)	C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(C)(C)O
InChI	InChI=1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3/t10-,11-,12+/m0/s1
InChI Key	TWVJWDMOZJXUID-SDDRHHMPSA-N
Popularity	194 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₆O
Molecular Weight	222.37 g/mol
Exact Mass	222.198365449 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	3.10
Atomic LogP (AlogP)	3.92
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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489-86-1

Champacol

Guaiac alcohol

Champaca camphor

(-)-Guaiol

Guai-1(5)-en-11-ol

GUAIOL(-)

2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol

UNII-I7WP008A91

CHEBI:5552

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.8189	81.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5565	55.65%
OATP2B1 inhibitior	-	0.8432	84.32%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9159	91.59%
P-glycoprotein inhibitior	-	0.9021	90.21%
P-glycoprotein substrate	-	0.9020	90.20%
CYP3A4 substrate	-	0.5518	55.18%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.9156	91.56%
CYP2C9 inhibition	+	0.5515	55.15%
CYP2C19 inhibition	-	0.5347	53.47%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	-	0.8145	81.45%
CYP inhibitory promiscuity	-	0.7408	74.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9485	94.85%
Eye irritation	+	0.9330	93.30%
Skin irritation	+	0.6008	60.08%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.8408	84.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5081	50.81%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5105	51.05%
skin sensitisation	+	0.7042	70.42%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7502	75.02%
Acute Oral Toxicity (c)	III	0.6568	65.68%
Estrogen receptor binding	-	0.7505	75.05%
Androgen receptor binding	-	0.7526	75.26%
Thyroid receptor binding	-	0.5671	56.71%
Glucocorticoid receptor binding	-	0.5848	58.48%
Aromatase binding	-	0.8156	81.56%
PPAR gamma	-	0.7936	79.36%
Honey bee toxicity	-	0.9090	90.90%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

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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	95.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.07%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.50%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%

Plants that contains it

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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.

Agrimonia pilosa

Alpinia breviligulata

Aquilaria malaccensis

Aquilaria sinensis

Aristolochia asclepiadifolia

Artemisia capillaris

Atractylodes lancea

Bupleurum gibraltaricum