(3aS,5R,5aS,9aS,9bR)-5,8-dimethyl-1-methylidene-4,5,5a,6,7,9a-hexahydrobenzo[e][1]benzofuran-3a,9b-diol

Details

• Internal ID: 6397f4d0-1136-4ff2-abce-e58e574c1aa5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3aS,5R,5aS,9aS,9bR)-5,8-dimethyl-1-methylidene-4,5,5a,6,7,9a-hexahydrobenzo[e][1]benzofuran-3a,9b-diol
• InChI: InChI=1S/C15H22O3/c1-9-4-5-12-10(2)7-14(16)15(17,13(12)6-9)11(3)8-18-14/h6,10,12-13,16-17H,3-5,7-8H2,1-2H3/t10-,12+,13-,14+,15+/m1/s1
• InChI Key: ZIBXXBPQXJYXDF-HUGQBSPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 3
• 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	+	0.9807	98.07%
Caco-2	+	0.7093	70.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6700	67.00%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.9144	91.44%
P-glycoprotein inhibitior	-	0.9319	93.19%
P-glycoprotein substrate	-	0.8084	80.84%
CYP3A4 substrate	+	0.5901	59.01%
CYP2C9 substrate	-	0.5925	59.25%
CYP2D6 substrate	-	0.8135	81.35%
CYP3A4 inhibition	-	0.7679	76.79%
CYP2C9 inhibition	-	0.8519	85.19%
CYP2C19 inhibition	-	0.7887	78.87%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.7588	75.88%
CYP2C8 inhibition	-	0.7751	77.51%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5055	50.55%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7762	77.62%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5513	55.13%
Acute Oral Toxicity (c)	IV	0.3382	33.82%
Estrogen receptor binding	-	0.5372	53.72%
Androgen receptor binding	+	0.6701	67.01%
Thyroid receptor binding	+	0.6540	65.40%
Glucocorticoid receptor binding	+	0.6365	63.65%
Aromatase binding	-	0.5273	52.73%
PPAR gamma	-	0.6093	60.93%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	95.50%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.13%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.32%	86.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.69%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25104961
• LOTUS: LTS0059664
• wikiData: Q105376233