Aspewentin C

Details

• Internal ID: a2a4d26c-b843-49dc-81c9-74154e687c89
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (4aS,7S)-7-ethenyl-4a-hydroxy-1,1,7-trimethyl-2,3,4,5,6,8-hexahydrophenanthren-9-one
• SMILES (Canonical): CC1(CCCC2(C1=CC(=O)C3=C2CCC(C3)(C)C=C)O)C
• SMILES (Isomeric): C[C@@]1(CCC2=C(C1)C(=O)C=C3[C@@]2(CCCC3(C)C)O)C=C
• InChI: InChI=1S/C19H26O2/c1-5-18(4)10-7-14-13(12-18)15(20)11-16-17(2,3)8-6-9-19(14,16)21/h5,11,21H,1,6-10,12H2,2-4H3/t18-,19-/m0/s1
• InChI Key: MMWGIGCGTHYFEV-OALUTQOASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8798	87.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7230	72.30%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.4654	46.54%
P-glycoprotein inhibitior	-	0.8541	85.41%
P-glycoprotein substrate	-	0.9144	91.44%
CYP3A4 substrate	+	0.5805	58.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8510	85.10%
CYP2C9 inhibition	-	0.6754	67.54%
CYP2C19 inhibition	+	0.5152	51.52%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.8640	86.40%
CYP2C8 inhibition	-	0.7872	78.72%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5644	56.44%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.5319	53.19%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4581	45.81%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5650	56.50%
skin sensitisation	+	0.5978	59.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4508	45.08%
Acute Oral Toxicity (c)	III	0.8931	89.31%
Estrogen receptor binding	+	0.5555	55.55%
Androgen receptor binding	+	0.6071	60.71%
Thyroid receptor binding	+	0.6396	63.96%
Glucocorticoid receptor binding	+	0.6385	63.85%
Aromatase binding	-	0.7075	70.75%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	96.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	88.68%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.64%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.13%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.07%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102363068
• LOTUS: LTS0033646
• wikiData: Q77500548