Artabsin

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	4c1c0f56-6f5c-4504-8c35-f4bf34ad8118
Taxonomy	Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name	(3S,3aS,6S,9bS)-6-hydroxy-3,6,9-trimethyl-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-2-one
SMILES (Canonical)	CC1C2CCC(C3=CCC(=C3C2OC1=O)C)(C)O
SMILES (Isomeric)	C[C@H]1[C@@H]2CC[C@](C3=CCC(=C3[C@H]2OC1=O)C)(C)O
InChI	InChI=1S/C15H20O3/c1-8-4-5-11-12(8)13-10(6-7-15(11,3)17)9(2)14(16)18-13/h5,9-10,13,17H,4,6-7H2,1-3H3/t9-,10-,13-,15-/m0/s1
InChI Key	BXBCLQRTBGRRDB-MJVIGCOGSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₅H₂₀O₃
Molecular Weight	248.32 g/mol
Exact Mass	248.14124450 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	1.00
Atomic LogP (AlogP)	2.36
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

Top

Artabsine

24399-20-0

(3S,3aS,6S,9bS)-6-hydroxy-3,6,9-trimethyl-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-2-one

Azuleno(4,5-b)furan-2(3H)-one, 3a,4,5,6,8,9b-hexahydro-6-hydroxy-3,6,9-trimethyl-, (3S-(3alpha,3aalpha,6beta,9bbeta))-

(3S,3aS,6S,9bS)-6-hydroxy-3,6,9-trimethyl-3a,4,5,6,8,9b-hexahydroazuleno[4,5-b]furan-2(3H)-one

3a,4,5,6,8,9b-hexahydro-6-hydroxy-3,6,9-trimethyl-(3S-(3alpha,3aalpha,6beta,9bbeta))-azuleno(4,5-b)furan-2(3H)-one

C09301

CHEBI:2848

DTXSID00179144

Q27105845

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

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8227	82.27%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6318	63.18%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9259	92.59%
P-glycoprotein inhibitior	-	0.9219	92.19%
P-glycoprotein substrate	-	0.8102	81.02%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.7741	77.41%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.6393	63.93%
CYP2C8 inhibition	-	0.9216	92.16%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5172	51.72%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.7794	77.94%
Skin irritation	+	0.6038	60.38%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6079	60.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7357	73.57%
skin sensitisation	-	0.6715	67.15%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5546	55.46%
Acute Oral Toxicity (c)	III	0.4571	45.71%
Estrogen receptor binding	-	0.7452	74.52%
Androgen receptor binding	+	0.5298	52.98%
Thyroid receptor binding	+	0.5347	53.47%
Glucocorticoid receptor binding	-	0.4740	47.40%
Aromatase binding	-	0.8355	83.55%
PPAR gamma	-	0.6121	61.21%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9276	92.76%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.59%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%

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.