Curcusone B

Details

• Internal ID: d81b398f-0144-4079-ad5e-5a6eea4a0106
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: (2S,6aS)-2,5-dimethyl-10-methylidene-7-prop-1-en-2-yl-3,6a,7,8,9,10a-hexahydro-2H-benzo[h]azulene-1,4-dione
• SMILES (Canonical): CC1CC2=C(C1=O)C3C(C=C(C2=O)C)C(CCC3=C)C(=C)C
• SMILES (Isomeric): C[C@H]1CC2=C(C1=O)C3[C@@H](C=C(C2=O)C)C(CCC3=C)C(=C)C
• InChI: InChI=1S/C20H24O2/c1-10(2)14-7-6-11(3)17-15(14)8-12(4)19(21)16-9-13(5)20(22)18(16)17/h8,13-15,17H,1,3,6-7,9H2,2,4-5H3/t13-,14?,15-,17?/m0/s1
• InChI Key: YTEYTHRWXHJPKG-BOLLXYOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CCRIS 1443
• 103667-52-3
• (2S,6aS)-2,5-dimethyl-10-methylidene-7-prop-1-en-2-yl-3,6a,7,8,9,10a-hexahydro-2H-benzo[h]azulene-1,4-dione
• DTXSID401030319
• LS-188928

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6228	62.28%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4518	45.18%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7502	75.02%
P-glycoprotein inhibitior	-	0.6960	69.60%
P-glycoprotein substrate	-	0.7869	78.69%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.9271	92.71%
CYP2C9 inhibition	-	0.8066	80.66%
CYP2C19 inhibition	-	0.7566	75.66%
CYP2D6 inhibition	-	0.8768	87.68%
CYP1A2 inhibition	+	0.5925	59.25%
CYP2C8 inhibition	-	0.8276	82.76%
CYP inhibitory promiscuity	-	0.7927	79.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5089	50.89%
Eye corrosion	-	0.9560	95.60%
Eye irritation	-	0.8131	81.31%
Skin irritation	+	0.6275	62.75%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6622	66.22%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	+	0.7510	75.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5501	55.01%
Acute Oral Toxicity (c)	III	0.6855	68.55%
Estrogen receptor binding	-	0.6804	68.04%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	-	0.8386	83.86%
PPAR gamma	-	0.6291	62.91%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.51%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.48%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.12%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.82%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.13%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	81.31%	91.49%

Plants that contains it

• Jatropha curcas

Cross-Links

• PubChem: 175944
• NPASS: NPC310563
• LOTUS: LTS0015118
• wikiData: Q104397530