3-Ethenyl-8,10-dihydroxy-3,4a,7,7,10a-pentamethyl-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-5-one

Details

• Internal ID: bd221105-796a-4a31-90ec-8a298c61ec8e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-ethenyl-8,10-dihydroxy-3,4a,7,7,10a-pentamethyl-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-5-one
• SMILES (Canonical): CC1(C(CC(C2(C1CC(=O)C3(C2CCC(O3)(C)C=C)C)C)O)O)C
• SMILES (Isomeric): CC1(C(CC(C2(C1CC(=O)C3(C2CCC(O3)(C)C=C)C)C)O)O)C
• InChI: InChI=1S/C20H32O4/c1-7-18(4)9-8-12-19(5)13(10-16(23)20(12,6)24-18)17(2,3)14(21)11-15(19)22/h7,12-15,21-22H,1,8-11H2,2-6H3
• InChI Key: MJEYWQXRZCYJNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9327	93.27%
Caco-2	+	0.5178	51.78%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5013	50.13%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5664	56.64%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	+	0.6326	63.26%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	+	0.6015	60.15%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.7149	71.49%
CYP2C8 inhibition	-	0.7892	78.92%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8943	89.43%
Skin irritation	+	0.5062	50.62%
Skin corrosion	-	0.8757	87.57%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3932	39.32%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.7247	72.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.7154	71.54%
Estrogen receptor binding	+	0.7557	75.57%
Androgen receptor binding	-	0.4896	48.96%
Thyroid receptor binding	+	0.6584	65.84%
Glucocorticoid receptor binding	+	0.8221	82.21%
Aromatase binding	+	0.7613	76.13%
PPAR gamma	+	0.5530	55.30%
Honey bee toxicity	-	0.7580	75.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9046	90.46%

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	94.61%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.63%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.32%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.79%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.56%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.00%	82.69%
CHEMBL1902	P62942	FK506-binding protein 1A	80.56%	97.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.25%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Helichrysum ambiguum

Cross-Links

• PubChem: 14262706
• LOTUS: LTS0259110
• wikiData: Q105165373