Atratogenin A

Details

• Internal ID: ea8e4b7e-d10b-4c03-b537-fac8732e7618
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (2R,4aS,4bR,6R,7R,10aR)-6,7-dihydroxy-2,4b-dimethyl-2-(2-methylfuran-3-yl)-4,4a,5,6,7,8,10,10a-octahydro-3H-phenanthren-1-one
• SMILES (Canonical): CC1=C(C=CO1)C2(CCC3C(C2=O)CC=C4C3(CC(C(C4)O)O)C)C
• SMILES (Isomeric): CC1=C(C=CO1)[C@]2(CC[C@H]3[C@H](C2=O)CC=C4[C@@]3(C[C@H]([C@@H](C4)O)O)C)C
• InChI: InChI=1S/C21H28O4/c1-12-15(7-9-25-12)20(2)8-6-16-14(19(20)24)5-4-13-10-17(22)18(23)11-21(13,16)3/h4,7,9,14,16-18,22-23H,5-6,8,10-11H2,1-3H3/t14-,16+,17-,18-,20-,21+/m1/s1
• InChI Key: YQNOQDNQJZJMBU-IYRBPIKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.29
• 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	+	0.9969	99.69%
Caco-2	+	0.6408	64.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7047	70.47%
P-glycoprotein inhibitior	-	0.7225	72.25%
P-glycoprotein substrate	-	0.7273	72.73%
CYP3A4 substrate	+	0.6871	68.71%
CYP2C9 substrate	-	0.8155	81.55%
CYP2D6 substrate	-	0.7488	74.88%
CYP3A4 inhibition	-	0.5416	54.16%
CYP2C9 inhibition	-	0.7914	79.14%
CYP2C19 inhibition	-	0.7695	76.95%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.5964	59.64%
CYP2C8 inhibition	+	0.4603	46.03%
CYP inhibitory promiscuity	-	0.8211	82.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9906	99.06%
Skin irritation	-	0.5695	56.95%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5216	52.16%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5637	56.37%
Acute Oral Toxicity (c)	IV	0.3431	34.31%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	+	0.8512	85.12%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	-	0.6672	66.72%
Honey bee toxicity	-	0.8126	81.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	94.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.31%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.86%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	81.25%	94.75%

Plants that contains it

• Agave cocui
• Campanula hypopolia
• Chasmanthera dependens
• Corydalis pallida
• Crepis czerepanovii
• Cylindropuntia leptocaulis
• Drimia calcarata
• Hemionitis doryopteris
• Homalolepis cuneata
• Huperzia selago
• Hymenoxys grandiflora
• Ipomoea corymbosa
• Kielmeyera rubriflora
• Larix lyallii
• Maackia floribunda
• Meliosma simplicifolia subsp. pungens
• Oroxylum indicum
• Osteospermum microcarpum subsp. microcarpum
• Philadelphus coronarius
• Polygala fruticosa
• Pterocarpus macrocarpus
• Scandix pecten-veneris
• Senecio miser
• Sorbaria kirilowii
• Steirodiscus tagetes
• Syzygium levinei
• Thalictrum podocarpum
• Trichilia catigua
• Ventilago madraspatana
• Vincetoxicum atratum
• Vincetoxicum sublanceolatum

Cross-Links

• PubChem: 101418443
• NPASS: NPC296073
• LOTUS: LTS0015728
• wikiData: Q105352366