elisabethin A

Details

• Internal ID: 23123951-784a-4121-99cb-1ace287748cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Elisabethane diterpenoids
• IUPAC Name: (1S,3S,3aR,6S,6aR,10aS)-8-hydroxy-3,6,9-trimethyl-1-(2-methylprop-1-enyl)-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[e]naphthalene-7,10-dione
• InChI: InChI=1S/C20H28O3/c1-10(2)8-14-9-12(4)15-7-6-11(3)16-18(22)17(21)13(5)19(23)20(14,15)16/h8,11-12,14-16,21H,6-7,9H2,1-5H3/t11-,12-,14+,15+,16-,20+/m0/s1
• InChI Key: QPBAITGYXGUCGL-FKOZTGTQSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• NSC704380
• CHEMBL2001680
• NSC-704380
• (1S,3S,3aR,6S,6aR,10aS)-8-hydroxy-3,6,9-trimethyl-1-(2-methylprop-1-enyl)-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[e]naphthalene-7,10-dione
• NCI60_037265

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8189	81.89%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7662	76.62%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8430	84.30%
P-glycoprotein inhibitior	-	0.8206	82.06%
P-glycoprotein substrate	-	0.7494	74.94%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.8974	89.74%
CYP2C9 inhibition	-	0.7645	76.45%
CYP2C19 inhibition	-	0.8527	85.27%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.7580	75.80%
CYP2C8 inhibition	-	0.7463	74.63%
CYP inhibitory promiscuity	-	0.8625	86.25%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4968	49.68%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8684	86.84%
Skin irritation	+	0.6078	60.78%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4550	45.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6972	69.72%
skin sensitisation	+	0.5371	53.71%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7393	73.93%
Acute Oral Toxicity (c)	III	0.4004	40.04%
Estrogen receptor binding	-	0.5336	53.36%
Androgen receptor binding	+	0.6611	66.11%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.6663	66.63%
Aromatase binding	-	0.7222	72.22%
PPAR gamma	-	0.6002	60.02%
Honey bee toxicity	-	0.7610	76.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%
CHEMBL1871	P10275	Androgen Receptor	81.90%	96.43%
CHEMBL340	P08684	Cytochrome P450 3A4	81.19%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 397070
• LOTUS: LTS0197873
• wikiData: Q105225276