Smardaesidin G

Details

• Internal ID: 34cbcc13-6fae-480f-9349-06ca7c2409ac
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (2S,4aS,5R,10R,10aR)-2-ethenyl-4a,5,10,10a-tetrahydroxy-2,8,8-trimethyl-3,4,5,6,7,10-hexahydro-1H-phenanthren-9-one
• SMILES (Canonical): CC1(CCC(C2=C1C(=O)C(C3(C2(CCC(C3)(C)C=C)O)O)O)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(C3=C(C(=O)[C@@H]([C@@]2(C1)O)O)C(CC[C@H]3O)(C)C)O)C=C
• InChI: InChI=1S/C19H28O5/c1-5-17(4)8-9-18(23)12-11(20)6-7-16(2,3)13(12)14(21)15(22)19(18,24)10-17/h5,11,15,20,22-24H,1,6-10H2,2-4H3/t11-,15+,17+,18+,19-/m1/s1
• InChI Key: MVMWQCAWLKAOFA-MXYBICSBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEBI:69493
• Q27137832

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.5707	57.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	-	0.2422	24.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.6428	64.28%
P-glycoprotein inhibitior	-	0.8647	86.47%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.5998	59.98%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8756	87.56%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8537	85.37%
CYP2C8 inhibition	-	0.8461	84.61%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9272	92.72%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4423	44.23%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6918	69.18%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3879	38.79%
Estrogen receptor binding	+	0.7023	70.23%
Androgen receptor binding	+	0.7149	71.49%
Thyroid receptor binding	+	0.6106	61.06%
Glucocorticoid receptor binding	+	0.7195	71.95%
Aromatase binding	+	0.5634	56.34%
PPAR gamma	-	0.5813	58.13%
Honey bee toxicity	-	0.7786	77.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	91.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.29%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.05%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.18%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	85.83%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.90%	91.03%
CHEMBL2581	P07339	Cathepsin D	80.80%	98.95%

Plants that contains it

• Ceratodon purpureus

Cross-Links

• PubChem: 56599466
• LOTUS: LTS0203834
• wikiData: Q27137832