Nootkatol

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	509e7442-9d2b-41fd-973e-094e052f79c1
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name	(2S,4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol
SMILES (Canonical)	CC1CC(C=C2C1(CC(CC2)C(=C)C)C)O
SMILES (Isomeric)	C[C@@H]1C[C@@H](C=C2[C@]1(C[C@@H](CC2)C(=C)C)C)O
InChI	InChI=1S/C15H24O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12,14,16H,1,5-7,9H2,2-4H3/t11-,12-,14+,15+/m1/s1
InChI Key	GFNWRKNVTHDNPV-UXOAXIEHSA-N
Popularity	12 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₄O
Molecular Weight	220.35 g/mol
Exact Mass	220.182715385 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	3.90
Atomic LogP (AlogP)	3.70
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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BETA-NOOTKATOL

50763-67-2

2S-Hydroxyvalencene

CHEBI:81378

(2S,4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol

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

trans-nootkatol

(+)-nootkatol

(+)-trans-nootkatol

2alpha-hydroxyvalencene

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	+	0.9956	99.56%
Caco-2	+	0.8541	85.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6186	61.86%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8364	83.64%
P-glycoprotein inhibitior	-	0.9178	91.78%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5655	56.55%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.7830	78.30%
CYP2C9 inhibition	-	0.7663	76.63%
CYP2C19 inhibition	-	0.6462	64.62%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	-	0.7310	73.10%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5600	56.00%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.7755	77.55%
Skin irritation	+	0.6657	66.57%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	+	0.5577	55.77%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.8768	87.68%
Estrogen receptor binding	-	0.7999	79.99%
Androgen receptor binding	-	0.7396	73.96%
Thyroid receptor binding	-	0.6854	68.54%
Glucocorticoid receptor binding	-	0.6165	61.65%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	-	0.7692	76.92%
Honey bee toxicity	-	0.8092	80.92%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9898	98.98%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.76%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.97%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.88%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.52%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	84.33%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	83.88%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.68%	82.69%
CHEMBL1871	P10275	Androgen Receptor	81.24%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%

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.

Aconitum contortum

Ageratum houstonianum

Cymopterus terebinthinus