Smardaesidin D

Details

• Internal ID: 39ad790b-c474-4b13-8613-000bb03d353f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (2S,4R,4aR,4bS,7R,10aS)-7-ethenyl-2,4,4b-trihydroxy-1,1,4a,7-tetramethyl-3,4,5,6,10,10a-hexahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC1(C(CC(C2(C1CC(=O)C3=CC(CCC32O)(C)C=C)C)O)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C(=C1)C(=O)C[C@@H]3[C@@]2([C@@H](C[C@@H](C3(C)C)O)O)C)O)C=C
• InChI: InChI=1S/C20H30O4/c1-6-18(4)7-8-20(24)12(11-18)13(21)9-14-17(2,3)15(22)10-16(23)19(14,20)5/h6,11,14-16,22-24H,1,7-10H2,2-5H3/t14-,15-,16+,18-,19+,20+/m0/s1
• InChI Key: ZTWPAGAVIFLSKK-LOBZHTCKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:69490
• Q27137828

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.6455	64.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6741	67.41%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	-	0.3543	35.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.6401	64.01%
P-glycoprotein inhibitior	-	0.8576	85.76%
P-glycoprotein substrate	-	0.7807	78.07%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7373	73.73%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.8396	83.96%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.5542	55.42%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3809	38.09%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5740	57.40%
skin sensitisation	-	0.6016	60.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5686	56.86%
Acute Oral Toxicity (c)	I	0.6064	60.64%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.5534	55.34%
Thyroid receptor binding	+	0.7137	71.37%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.7458	74.58%
PPAR gamma	+	0.5905	59.05%
Honey bee toxicity	-	0.6404	64.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	93.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.54%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.95%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.52%	82.69%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.66%	97.09%

Plants that contains it

• Ceratodon purpureus

Cross-Links

• PubChem: 56599463
• LOTUS: LTS0072515
• wikiData: Q27137828