(4aS,8S,8aS,9aR)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 534a210c-ea19-4026-89f6-185d45547ac5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aS,8S,8aS,9aR)-8,9a-dihydroxy-3,4a-dimethyl-5-methylidene-4,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-8-4-5-12(16)11-7-15(18)10(6-14(8,11)3)9(2)13(17)19-15/h11-12,16,18H,1,4-7H2,2-3H3/t11-,12+,14-,15-/m1/s1
• InChI Key: FUFBNVJTNLNLIA-AYRXBEOTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.68
• 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	+	0.9922	99.22%
Caco-2	+	0.7186	71.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5670	56.70%
BSEP inhibitior	-	0.8187	81.87%
P-glycoprotein inhibitior	-	0.9291	92.91%
P-glycoprotein substrate	-	0.8823	88.23%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.5785	57.85%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.6427	64.27%
CYP2C8 inhibition	-	0.8264	82.64%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4673	46.73%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9288	92.88%
Skin irritation	+	0.6359	63.59%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4155	41.55%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5007	50.07%
skin sensitisation	-	0.7869	78.69%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	I	0.4493	44.93%
Estrogen receptor binding	-	0.6546	65.46%
Androgen receptor binding	+	0.5344	53.44%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	-	0.6066	60.66%
PPAR gamma	-	0.6418	64.18%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	96.18%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.43%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.90%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.69%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.88%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.15%	97.14%

Plants that contains it

• Smyrnium creticum

Cross-Links

• PubChem: 163046738
• LOTUS: LTS0169557
• wikiData: Q105001658