6,8,11b-trihydroxy-10-methoxy-4-methyl-6'-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]spiro[1,2-dihydrobenzo[a]phenalene-3,3'-piperazine]-2',5',7-trione

Details

• Internal ID: 6da8b8a3-d631-477e-8c53-f0d3dcfbfa60
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 6,8,11b-trihydroxy-10-methoxy-4-methyl-6'-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]spiro[1,2-dihydrobenzo[a]phenalene-3,3'-piperazine]-2',5',7-trione
• SMILES (Canonical): CC1=CC(=C2C3=C1C4(CCC3(C5=C(C2=O)C(=CC(=C5)OC)O)O)C(=O)NC(=CC6=C(NC7=CC=CC=C76)C(C)(C)C=C)C(=O)N4)O
• SMILES (Isomeric): CC1=CC(=C2C3=C1C4(CCC3(C5=C(C2=O)C(=CC(=C5)OC)O)O)C(=O)NC(=CC6=C(NC7=CC=CC=C76)C(C)(C)C=C)C(=O)N4)O
• InChI: InChI=1S/C36H33N3O7/c1-6-34(3,4)31-20(19-9-7-8-10-22(19)37-31)16-23-32(43)39-35(33(44)38-23)11-12-36(45)21-14-18(46-5)15-25(41)26(21)30(42)27-24(40)13-17(2)28(35)29(27)36/h6-10,13-16,37,40-41,45H,1,11-12H2,2-5H3,(H,38,44)(H,39,43)
• InChI Key: OEOHUHONOQKCPA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₃N₃O₇
• Molecular Weight: 619.70 g/mol
• Exact Mass: 619.23185040 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9549	95.49%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8031	80.31%
OATP2B1 inhibitior	+	0.7156	71.56%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	+	0.9972	99.72%
P-glycoprotein inhibitior	+	0.7718	77.18%
P-glycoprotein substrate	+	0.6155	61.55%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.6596	65.96%
CYP2C19 inhibition	-	0.6574	65.74%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.6305	63.05%
CYP2C8 inhibition	+	0.7861	78.61%
CYP inhibitory promiscuity	-	0.6321	63.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5008	50.08%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8538	85.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7673	76.73%
Acute Oral Toxicity (c)	III	0.5495	54.95%
Estrogen receptor binding	+	0.8511	85.11%
Androgen receptor binding	+	0.7947	79.47%
Thyroid receptor binding	+	0.6753	67.53%
Glucocorticoid receptor binding	+	0.7966	79.66%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.7791	77.91%
Honey bee toxicity	-	0.7185	71.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5859	58.59%
Fish aquatic toxicity	+	0.7909	79.09%

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	99.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.06%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	98.45%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.81%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	96.42%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	94.31%	92.68%
CHEMBL220	P22303	Acetylcholinesterase	94.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.60%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.02%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.60%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.59%	93.03%
CHEMBL2535	P11166	Glucose transporter	91.25%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.82%	91.71%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	90.61%	85.49%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	89.97%	100.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.72%	92.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.63%	93.40%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.40%	96.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	87.36%	81.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.91%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.15%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	84.96%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.27%	96.21%
CHEMBL4530	P00488	Coagulation factor XIII	83.55%	96.00%
CHEMBL3524	P56524	Histone deacetylase 4	83.45%	92.97%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.34%	96.77%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.33%	88.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.90%	92.94%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.76%	94.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.57%	90.00%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	81.56%	89.76%

Plants that contains it

• Dryopteris crassirhizoma

Cross-Links

• PubChem: 163087384
• LOTUS: LTS0189536
• wikiData: Q27134390