1,9,9a-Trimethyl-1,2,3a,4,5,8,9,9b-octahydrobenzo[e][1]benzofuran-2,5a-diol

Details

• Internal ID: 57e768e1-1bb9-4a1b-8fd5-1434a87121e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,9,9a-trimethyl-1,2,3a,4,5,8,9,9b-octahydrobenzo[e][1]benzofuran-2,5a-diol
• SMILES (Canonical): CC1CC=CC2(C1(C3C(C(OC3CC2)O)C)C)O
• SMILES (Isomeric): CC1CC=CC2(C1(C3C(C(OC3CC2)O)C)C)O
• InChI: InChI=1S/C15H24O3/c1-9-5-4-7-15(17)8-6-11-12(14(9,15)3)10(2)13(16)18-11/h4,7,9-13,16-17H,5-6,8H2,1-3H3
• InChI Key: JUSXNWZMQUAENG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.08
• 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	+	0.9921	99.21%
Caco-2	+	0.6812	68.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5331	53.31%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9025	90.25%
P-glycoprotein inhibitior	-	0.9377	93.77%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.5730	57.30%
CYP2C9 substrate	-	0.5891	58.91%
CYP2D6 substrate	-	0.8155	81.55%
CYP3A4 inhibition	-	0.7356	73.56%
CYP2C9 inhibition	-	0.9266	92.66%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.6852	68.52%
CYP2C8 inhibition	-	0.8362	83.62%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9802	98.02%
Skin irritation	+	0.5601	56.01%
Skin corrosion	-	0.8556	85.56%
Ames mutagenesis	-	0.6940	69.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5385	53.85%
skin sensitisation	-	0.7142	71.42%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5171	51.71%
Acute Oral Toxicity (c)	III	0.5434	54.34%
Estrogen receptor binding	-	0.6081	60.81%
Androgen receptor binding	-	0.5268	52.68%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6533	65.33%
PPAR gamma	-	0.6414	64.14%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.80%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.45%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.44%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.10%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.62%	96.77%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.44%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%

Plants that contains it

• Camellia elongata
• Plectranthus grandidentatus

Cross-Links

• PubChem: 73310786
• LOTUS: LTS0035145
• wikiData: Q105264511