(4R,4aR,5S,6R,8aS,9aR)-4,6-dihydroxy-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 18ada7a8-0ca8-4c37-9bd4-975986bd06f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aR,5S,6R,8aS,9aR)-4,6-dihydroxy-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-7-12-11(19-14(7)18)6-9-4-5-10(16)8(2)15(9,3)13(12)17/h8-11,13,16-17H,4-6H2,1-3H3/t8-,9+,10-,11-,13+,15+/m1/s1
• InChI Key: KIKLBHUPUINLAP-HAEHRREDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.5993	59.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9248	92.48%
P-glycoprotein substrate	-	0.7066	70.66%
CYP3A4 substrate	+	0.5929	59.29%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6940	69.40%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.6521	65.21%
CYP2C8 inhibition	-	0.8837	88.37%
CYP inhibitory promiscuity	-	0.8667	86.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.3836	38.36%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9769	97.69%
Skin irritation	+	0.6381	63.81%
Skin corrosion	-	0.8760	87.60%
Ames mutagenesis	-	0.6964	69.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6833	68.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6587	65.87%
skin sensitisation	-	0.7787	77.87%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	I	0.3492	34.92%
Estrogen receptor binding	+	0.7673	76.73%
Androgen receptor binding	-	0.5177	51.77%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5395	53.95%
Aromatase binding	-	0.6366	63.66%
PPAR gamma	+	0.5246	52.46%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9656	96.56%

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	95.27%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.71%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.76%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.06%	91.49%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.71%	96.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.36%	92.94%

Plants that contains it

• Chloranthus anhuiensis

Cross-Links

• PubChem: 163002377
• LOTUS: LTS0035899
• wikiData: Q105141567