(1S,4aS,6aS,8R,10aS,10bR)-8-ethenyl-4,4,6a,8,10b-pentamethyl-3-oxo-4a,5,6,9,10,10a-hexahydro-1H-pyrano[3,4-f]chromene-1-carboxylic acid

Details

• Internal ID: 3ec51b50-8571-425f-9a08-c4621aac80a1
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,4aS,6aS,8R,10aS,10bR)-8-ethenyl-4,4,6a,8,10b-pentamethyl-3-oxo-4a,5,6,9,10,10a-hexahydro-1H-pyrano[3,4-f]chromene-1-carboxylic acid
• InChI: InChI=1S/C20H30O5/c1-7-18(4)10-8-13-19(5,25-18)11-9-12-17(2,3)16(23)24-14(15(21)22)20(12,13)6/h7,12-14H,1,8-11H2,2-6H3,(H,21,22)/t12-,13-,14-,18+,19+,20-/m1/s1
• InChI Key: AXISNOZIHFPVOE-KPYLCJNJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9482	94.82%
Caco-2	+	0.6494	64.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7464	74.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.8821	88.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8480	84.80%
P-glycoprotein inhibitior	-	0.6723	67.23%
P-glycoprotein substrate	-	0.8858	88.58%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.6283	62.83%
CYP2C9 inhibition	-	0.9558	95.58%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9610	96.10%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	-	0.7664	76.64%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6922	69.22%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.5303	53.03%
Skin corrosion	-	0.8712	87.12%
Ames mutagenesis	-	0.7364	73.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3697	36.97%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5335	53.35%
skin sensitisation	-	0.7328	73.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.7366	73.66%
Estrogen receptor binding	+	0.8422	84.22%
Androgen receptor binding	+	0.5879	58.79%
Thyroid receptor binding	+	0.6589	65.89%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.12%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.03%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL4072	P07858	Cathepsin B	81.60%	93.67%
CHEMBL5028	O14672	ADAM10	81.08%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 10545812
• LOTUS: LTS0070344
• wikiData: Q104920586