Carabranolide

Details

• Internal ID: 3cd9e29a-5693-443c-8436-9621fd5215e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: [(2S)-4-[(3aR,4aS,5S,5aR,6aR)-4a,5a-dimethyl-3-methylidene-2-oxo-4,5,6,6a-tetrahydro-3aH-cyclopropa[f][1]benzofuran-5-yl]butan-2-yl] acetate
• SMILES (Canonical): CC(CCC1C2(C1(CC3C(C2)C(=C)C(=O)O3)C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H](CC[C@H]1[C@]2([C@@]1(C[C@@H]3[C@H](C2)C(=C)C(=O)O3)C)C)OC(=O)C
• InChI: InChI=1S/C18H26O4/c1-10(21-12(3)19)6-7-15-17(4)8-13-11(2)16(20)22-14(13)9-18(15,17)5/h10,13-15H,2,6-9H2,1,3-5H3/t10-,13+,14+,15-,17-,18+/m0/s1
• InChI Key: USWATMHRMOTLRP-XUNGLMTJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL1644100

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.5291	52.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8445	84.45%
P-glycoprotein inhibitior	-	0.6388	63.88%
P-glycoprotein substrate	-	0.7296	72.96%
CYP3A4 substrate	+	0.6046	60.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.5651	56.51%
CYP2C9 inhibition	-	0.8074	80.74%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	+	0.5270	52.70%
CYP2C8 inhibition	-	0.8407	84.07%
CYP inhibitory promiscuity	-	0.7836	78.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6566	65.66%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.7524	75.24%
Skin irritation	-	0.5343	53.43%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6834	68.34%
skin sensitisation	-	0.6924	69.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.5915	59.15%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	+	0.6535	65.35%
Glucocorticoid receptor binding	+	0.6008	60.08%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	-	0.5992	59.92%
Honey bee toxicity	-	0.7607	76.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.20%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.67%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.58%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.47%	99.23%

Plants that contains it

• Carpesium faberi

Cross-Links

• PubChem: 53325864
• LOTUS: LTS0171089
• wikiData: Q105278536