Eriocasin B, (rel)-

Details

• Internal ID: 825e9c1e-35d0-45e8-ad5b-6a57c15ac1ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2R,4bR,7R,8aS,9S)-7,9-dihydroxy-4b,8,8-trimethyl-10-oxo-2,3,4,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]prop-2-enal
• SMILES (Canonical): CC1(C(CCC2(C1C(C(=O)C3=C2CCC(C3)C(=C)C=O)O)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1[C@@H](C(=O)C3=C2CC[C@H](C3)C(=C)C=O)O)(C)C)O
• InChI: InChI=1S/C20H28O4/c1-11(10-21)12-5-6-14-13(9-12)16(23)17(24)18-19(2,3)15(22)7-8-20(14,18)4/h10,12,15,17-18,22,24H,1,5-9H2,2-4H3/t12-,15-,17-,18-,20+/m1/s1
• InChI Key: KHXPUTCGVCTBNK-IBKORDLPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• Eriocasin B, (rel)-
• CHEBI:70356
• CHEMBL1641887
• Q27138696

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6459	64.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8472	84.72%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8764	87.64%
OATP1B3 inhibitior	-	0.3278	32.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5929	59.29%
BSEP inhibitior	-	0.5094	50.94%
P-glycoprotein inhibitior	-	0.8147	81.47%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.7217	72.17%
CYP2C9 inhibition	-	0.8741	87.41%
CYP2C19 inhibition	-	0.8656	86.56%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9223	92.23%
CYP2C8 inhibition	-	0.8064	80.64%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9222	92.22%
Skin irritation	+	0.5975	59.75%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.5821	58.21%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5463	54.63%
Acute Oral Toxicity (c)	III	0.7193	71.93%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.5460	54.60%
Thyroid receptor binding	+	0.6619	66.19%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.5895	58.95%
PPAR gamma	+	0.5464	54.64%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	91.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	90.58%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.21%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.57%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.05%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL1871	P10275	Androgen Receptor	82.56%	96.43%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 50901031
• NPASS: NPC99380
• LOTUS: LTS0212410
• wikiData: Q27138696