Ferutinine

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	a144fcdb-9912-4a93-a089-b68688a4bb8b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name	[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
SMILES (Canonical)	CC1=CCC2(CCC(C2C(C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C
SMILES (Isomeric)	CC1=CC[C@]2(CC[C@]([C@@H]2[C@H](C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C
InChI	InChI=1S/C22H30O4/c1-14(2)22(25)12-11-21(4)10-9-15(3)13-18(19(21)22)26-20(24)16-5-7-17(23)8-6-16/h5-9,14,18-19,23,25H,10-13H2,1-4H3/t18-,19+,21-,22+/m0/s1
InChI Key	CYSHNJQMYORNJI-YUVXSKOASA-N
Popularity	57 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₃₀O₄
Molecular Weight	358.50 g/mol
Exact Mass	358.21440943 g/mol
Topological Polar Surface Area (TPSA)	66.80 Å²
XlogP	4.50
Atomic LogP (AlogP)	4.46
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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Ferutinine

41743-44-6

Jaeschkeanadiol p-hydroxybenzoate

4-Oxy-6-(4-oxybezoyloxy)dauc-8,9-en

[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate

Tefestrol

Benzoic acid, 4-hydroxy-, (3R,3aS,4S,8aR)-1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-4-azulenyl ester

Benzoic acid, 4-hydroxy-, 1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-4-azulenyl ester, (3R-(3alpha,3abeta,4beta,8aalpha))-

From Ferula tingiatana

4mg7

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	+	0.9958	99.58%
Caco-2	+	0.7012	70.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	-	0.2247	22.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.6828	68.28%
P-glycoprotein inhibitior	-	0.5877	58.77%
P-glycoprotein substrate	-	0.5337	53.37%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	+	0.5894	58.94%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	+	0.6945	69.45%
CYP2C19 inhibition	+	0.6723	67.23%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	+	0.7061	70.61%
CYP2C8 inhibition	+	0.6035	60.35%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5658	56.58%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.5453	54.53%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3987	39.87%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.6914	69.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7650	76.50%
Acute Oral Toxicity (c)	II	0.3570	35.70%
Estrogen receptor binding	+	0.7376	73.76%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	+	0.6352	63.52%
Glucocorticoid receptor binding	+	0.6851	68.51%
Aromatase binding	+	0.7858	78.58%
PPAR gamma	+	0.5329	53.29%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL206	P03372	Estrogen receptor alpha	33.1 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.67%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.28%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.93%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.85%	98.75%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.20%	94.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.45%	95.69%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.17%	97.53%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.99%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.95%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.69%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.20%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.46%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%

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.