(2S,4aR,6aR,7S,10aS,10bR)-2-(furan-3-yl)-6a,7,10b-trimethyl-2,4a,5,6,7,9,10,10a-octahydro-1H-benzo[f]isochromene-4,8-dione

Details

• Internal ID: 0d7ad9a1-f34d-4377-bb8b-5fa685e661aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (2S,4aR,6aR,7S,10aS,10bR)-2-(furan-3-yl)-6a,7,10b-trimethyl-2,4a,5,6,7,9,10,10a-octahydro-1H-benzo[f]isochromene-4,8-dione
• InChI: InChI=1S/C20H26O4/c1-12-15(21)4-5-17-19(12,2)8-6-14-18(22)24-16(10-20(14,17)3)13-7-9-23-11-13/h7,9,11-12,14,16-17H,4-6,8,10H2,1-3H3/t12-,14+,16+,17+,19+,20+/m1/s1
• InChI Key: YXIXITUSOJUAND-VZXMROHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• NSC782801
• NSC-782801

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.7804	78.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.7921	79.21%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6352	63.52%
P-glycoprotein inhibitior	-	0.6542	65.42%
P-glycoprotein substrate	-	0.7556	75.56%
CYP3A4 substrate	+	0.6542	65.42%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8121	81.21%
CYP3A4 inhibition	-	0.5911	59.11%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.9049	90.49%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	-	0.7925	79.25%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.7324	73.24%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.9169	91.69%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4911	49.11%
Acute Oral Toxicity (c)	III	0.4349	43.49%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.5996	59.96%
Thyroid receptor binding	+	0.5868	58.68%
Glucocorticoid receptor binding	+	0.7846	78.46%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.08%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.49%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.11%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.55%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.55%	94.80%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.22%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.48%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.25%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.22%	96.09%

Plants that contains it

• Croton laui

Cross-Links

• PubChem: 90676772
• LOTUS: LTS0145724
• wikiData: Q105367725