Aromaticin

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	e68ca9ee-d28a-41e2-96f1-8a8f4eb5ac5f
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
IUPAC Name	(3aS,5R,5aR,8aS,9aR)-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
SMILES (Canonical)	CC1CC2C(CC3(C1C=CC3=O)C)C(=C)C(=O)O2
SMILES (Isomeric)	C[C@@H]1C[C@H]2[C@H](C[C@]3([C@H]1C=CC3=O)C)C(=C)C(=O)O2
InChI	InChI=1S/C15H18O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h4-5,8,10-12H,2,6-7H2,1,3H3/t8-,10-,11+,12+,15+/m1/s1
InChI Key	OSSDUQKWVVZIGP-SCGWIAOYSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₈O₃
Molecular Weight	246.30 g/mol
Exact Mass	246.125594432 g/mol
Topological Polar Surface Area (TPSA)	43.40 Å²
XlogP	2.40
Atomic LogP (AlogP)	2.28
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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5945-42-6

MLS000728520

CHEBI:69335

SMR000445634

(3aS,5R,5aR,8aS,9aR)-5,8a-dimethyl-1-methylene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

(3ar,4as,7ar,8r,9as)-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione

NSC 136049

HMS2222L04

CHEMBL494255

cid_282529

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	+	0.9925	99.25%
Caco-2	+	0.6642	66.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6133	61.33%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8958	89.58%
P-glycoprotein inhibitior	-	0.8744	87.44%
P-glycoprotein substrate	-	0.8061	80.61%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.8151	81.51%
CYP2C9 inhibition	-	0.9093	90.93%
CYP2C19 inhibition	-	0.8217	82.17%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.5877	58.77%
CYP2C8 inhibition	-	0.7485	74.85%
CYP inhibitory promiscuity	-	0.9052	90.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9160	91.60%
Carcinogenicity (trinary)	Non-required	0.5244	52.44%
Eye corrosion	-	0.9487	94.87%
Eye irritation	-	0.8184	81.84%
Skin irritation	-	0.5740	57.40%
Skin corrosion	-	0.8878	88.78%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6058	60.58%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.5618	56.18%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	-	0.6031	60.31%
Androgen receptor binding	-	0.5689	56.89%
Thyroid receptor binding	-	0.6381	63.81%
Glucocorticoid receptor binding	-	0.6611	66.11%
Aromatase binding	-	0.6633	66.33%
PPAR gamma	-	0.7637	76.37%
Honey bee toxicity	-	0.7384	73.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	5623.4 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	14125.4 nM 17782.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	3548.1 nM	Potency	via CMAUP
CHEMBL5023	Q00987	p53-binding protein Mdm-2	590 nM 590 nM	EC50 EC50	via Super-PRED via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	2511.9 nM	Potency	via CMAUP
CHEMBL1741176	P17861	X-box-binding protein 1	5710 nM	IC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.50%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.27%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.35%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.93%	94.45%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.48%	86.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.89%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.59%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.40%	97.14%

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.