(3aR,5'S,6aS,7S,10aR)-5'-(furan-3-yl)-8-methylspiro[1,3a,4,5,6,6a-hexahydrobenzo[d][2]benzofuran-7,3'-oxolane]-2',3,10-trione

Details

• Internal ID: 38d1cacb-07d3-44eb-b7fb-3a8254aadf47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3aR,5'S,6aS,7S,10aR)-5'-(furan-3-yl)-8-methylspiro[1,3a,4,5,6,6a-hexahydrobenzo[d][2]benzofuran-7,3'-oxolane]-2',3,10-trione
• SMILES (Canonical): CC1=CC(=O)C23COC(=O)C2CCCC3C14CC(OC4=O)C5=COC=C5
• SMILES (Isomeric): CC1=CC(=O)[C@@]23COC(=O)[C@@H]2CCC[C@@H]3[C@@]14C[C@H](OC4=O)C5=COC=C5
• InChI: InChI=1S/C20H20O6/c1-11-7-16(21)20-10-25-17(22)13(20)3-2-4-15(20)19(11)8-14(26-18(19)23)12-5-6-24-9-12/h5-7,9,13-15H,2-4,8,10H2,1H3/t13-,14-,15+,19+,20-/m0/s1
• InChI Key: GZBSBCREEZLVBM-UIHAGOHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8130	81.30%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7337	73.37%
P-glycoprotein inhibitior	-	0.5947	59.47%
P-glycoprotein substrate	-	0.6075	60.75%
CYP3A4 substrate	+	0.6226	62.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.7266	72.66%
CYP2C19 inhibition	-	0.7489	74.89%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.7197	71.97%
CYP2C8 inhibition	-	0.6935	69.35%
CYP inhibitory promiscuity	-	0.7312	73.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4734	47.34%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9836	98.36%
Skin irritation	-	0.7199	71.99%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7524	75.24%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7606	76.06%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.5075	50.75%
Estrogen receptor binding	+	0.8789	87.89%
Androgen receptor binding	+	0.6815	68.15%
Thyroid receptor binding	-	0.6084	60.84%
Glucocorticoid receptor binding	+	0.7505	75.05%
Aromatase binding	+	0.6360	63.60%
PPAR gamma	+	0.5625	56.25%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	95.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.44%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.18%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.65%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.40%	98.95%

Plants that contains it

• Teucrium pernyi

Cross-Links

• PubChem: 101607473
• LOTUS: LTS0031046
• wikiData: Q104402307