(-)-Dehydrocostus lactone

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	d77f94e5-e3b2-4cd9-b7a1-94a882fef65e
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name	(3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1
InChI Key	NETSQGRTUNRXEO-XUXIUFHCSA-N
Popularity	175 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₈O₂
Molecular Weight	230.30 g/mol
Exact Mass	230.130679813 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	2.60
Atomic LogP (AlogP)	3.02
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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477-43-0

(-)-dehydrocostus lactone

DTXSID80891554

CHEBI:244418

71TRF5K040

DEHYDROCOSTUS LACTONE, (-)-

(3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione

Azuleno(4,5-b)furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS-(3aalpha,6aalpha,9aalpha,9bbeta))-

(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno(4,5-b)furan-2,8(3H,4H)-dione

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	+	0.9968	99.68%
Caco-2	+	0.7021	70.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Plasma membrane	0.3760	37.60%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9142	91.42%
P-glycoprotein inhibitior	-	0.8849	88.49%
P-glycoprotein substrate	-	0.9423	94.23%
CYP3A4 substrate	-	0.5612	56.12%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8038	80.38%
CYP3A4 inhibition	-	0.8427	84.27%
CYP2C9 inhibition	-	0.9157	91.57%
CYP2C19 inhibition	-	0.6305	63.05%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	+	0.5588	55.88%
CYP2C8 inhibition	-	0.9245	92.45%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	+	0.5098	50.98%
Eye irritation	+	0.8524	85.24%
Skin irritation	-	0.6506	65.06%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	+	0.5430	54.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6353	63.53%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	-	0.6231	62.31%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	-	0.5966	59.66%
Glucocorticoid receptor binding	+	0.5960	59.60%
Aromatase binding	-	0.8079	80.79%
PPAR gamma	-	0.7489	74.89%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9599	95.99%

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
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.68%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.47%	91.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.25%	96.00%

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.

Ainsliaea uniflora

Arctium lappa

Aristolochia griffithii

Brachylaena transvaalensis

Eremanthus erythropappus

Fitchia speciosa

Gochnatia hypoleuca