Costunolide derivative

Details

• Internal ID: aba2bced-3985-4739-a47e-32ec422f2f23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3R,3aS,6E,9R,10E,11aS)-9-hydroxy-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=CCC(C(=CC2OC1=O)C)O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC/C(=C/C[C@H](/C(=C/[C@H]2OC1=O)/C)O)/C
• InChI: InChI=1S/C15H22O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,11-14,16H,4,6-7H2,1-3H3/b9-5+,10-8+/t11-,12+,13-,14-/m1/s1
• InChI Key: RLHPCSSGTQNSJN-QMPNBSENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• COSTUNOLIDE DERIV
• NSC375091
• NSC-375091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8804	88.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5365	53.65%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9000	90.00%
P-glycoprotein inhibitior	-	0.9244	92.44%
P-glycoprotein substrate	-	0.8279	82.79%
CYP3A4 substrate	+	0.5399	53.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.6936	69.36%
CYP2C9 inhibition	-	0.9491	94.91%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	+	0.5573	55.73%
CYP2C8 inhibition	-	0.9352	93.52%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6067	60.67%
Eye corrosion	-	0.9667	96.67%
Eye irritation	-	0.9131	91.31%
Skin irritation	+	0.5967	59.67%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7342	73.42%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6178	61.78%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6123	61.23%
Acute Oral Toxicity (c)	III	0.5030	50.30%
Estrogen receptor binding	-	0.7009	70.09%
Androgen receptor binding	-	0.6497	64.97%
Thyroid receptor binding	-	0.5577	55.77%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	-	0.8287	82.87%
PPAR gamma	-	0.6934	69.34%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9515	95.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.60%	96.43%
CHEMBL2581	P07339	Cathepsin D	85.26%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.66%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.78%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.28%	97.09%

Plants that contains it

• Achillea collina
• Annona rensoniana
• Archidendron clypearia
• Aristolochia maxima
• Artemisia rutifolia
• Azolla pinnata subsp. asiatica
• Bergenia purpurascens
• Betula pendula subsp. mandshurica
• Bischofia javanica
• Caragana tibetica
• Crataegus sinaica
• Cyperus haspan
• Discaria chacaye
• Euphorbia ferganensis
• Gardenia jasminoides
• Goniothalamus thwaitesii
• Isodon rubescens
• Jasminum officinale
• Lasiocephalus ovatus
• Ligularia platyglossa
• Macrotyloma axillare
• Malus asiatica
• Mikania obtusata
• Montrouziera sphaeroidea
• Pimpinella saxifraga
• Polygala myrtifolia
• Polystichum deltodon
• Rhodiola stephani
• Sarcomelicope argyrophylla
• Scrophularia wattii
• Seriphidium vachanicum
• Solanum bahamense
• Tinospora smilacina
• Trigonostemon reidioides
• Tropaeolum speciosum
• Vatica diospyroides

Cross-Links

• PubChem: 54607887
• NPASS: NPC12529
• LOTUS: LTS0052008
• wikiData: Q105240080