4-[2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-ol

Details

• Internal ID: 1fdf5d7e-8389-4d55-ad2d-48c21a42c9ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 4-[2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-ol
• SMILES (Canonical): CC1(CCCC2(C1C(CC(=C)C2C=CC3=COC=C3)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(CC(=C)C2C=CC3=COC=C3)O)C)C
• InChI: InChI=1S/C20H28O2/c1-14-12-17(21)18-19(2,3)9-5-10-20(18,4)16(14)7-6-15-8-11-22-13-15/h6-8,11,13,16-18,21H,1,5,9-10,12H2,2-4H3
• InChI Key: UTIGHTZWXIGRIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 162762-93-8
• BCP28811

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6658	66.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4175	41.75%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	-	0.3531	35.31%
OATP1B3 inhibitior	+	0.8652	86.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8870	88.70%
P-glycoprotein inhibitior	-	0.7753	77.53%
P-glycoprotein substrate	-	0.7629	76.29%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	0.8274	82.74%
CYP2D6 substrate	-	0.7204	72.04%
CYP3A4 inhibition	-	0.5323	53.23%
CYP2C9 inhibition	-	0.8379	83.79%
CYP2C19 inhibition	+	0.5992	59.92%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	+	0.5132	51.32%
CYP2C8 inhibition	+	0.5242	52.42%
CYP inhibitory promiscuity	-	0.5214	52.14%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5016	50.16%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.5305	53.05%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7718	77.18%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5207	52.07%
skin sensitisation	+	0.4768	47.68%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6872	68.72%
Acute Oral Toxicity (c)	III	0.7324	73.24%
Estrogen receptor binding	+	0.6923	69.23%
Androgen receptor binding	+	0.5648	56.48%
Thyroid receptor binding	+	0.7127	71.27%
Glucocorticoid receptor binding	+	0.5885	58.85%
Aromatase binding	+	0.7196	71.96%
PPAR gamma	+	0.5897	58.97%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	98.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.82%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.52%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.01%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.48%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.16%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%

Plants that contains it

• Hedychium forrestii
• Hedychium gardnerianum

Cross-Links

• PubChem: 72780923
• LOTUS: LTS0019123
• wikiData: Q105278808