(1S,2R,7R,9S,11R)-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2-methyl-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-3-one

Details

• Internal ID: 0a01636e-fc46-4dcd-8a52-35bcbd63ed61
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1S,2R,7R,9S,11R)-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2-methyl-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-3-one
• SMILES (Canonical): CC(C1CC2(C(O2)(C(O1)O)C)C)C3=CC4=C(C=C3)C5CC6C7(O6)CC=CC(=O)C7(C5CC4)C
• SMILES (Isomeric): C[C@H]([C@@H]1C[C@]2([C@](O2)([C@@H](O1)O)C)C)C3=CC4=C(C=C3)[C@@H]5C[C@H]6[C@@]7(O6)CC=CC(=O)[C@@]7([C@H]5CC4)C
• InChI: InChI=1S/C28H34O5/c1-15(21-14-25(2)27(4,33-25)24(30)31-21)16-7-9-18-17(12-16)8-10-20-19(18)13-23-28(32-23)11-5-6-22(29)26(20,28)3/h5-7,9,12,15,19-21,23-24,30H,8,10-11,13-14H2,1-4H3/t15-,19-,20-,21-,23-,24+,25-,26-,27+,28-/m0/s1
• InChI Key: CPHPTFZOHUSPRV-XQSLCPIPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₅
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.24062418 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	-	0.6308	63.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6584	65.84%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9198	91.98%
P-glycoprotein inhibitior	+	0.7516	75.16%
P-glycoprotein substrate	+	0.6864	68.64%
CYP3A4 substrate	+	0.6976	69.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.9181	91.81%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	+	0.5486	54.86%
CYP2C8 inhibition	+	0.6813	68.13%
CYP inhibitory promiscuity	-	0.9662	96.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.5888	58.88%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4170	41.70%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.4521	45.21%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.7006	70.06%
Glucocorticoid receptor binding	+	0.7948	79.48%
Aromatase binding	+	0.7063	70.63%
PPAR gamma	+	0.6263	62.63%
Honey bee toxicity	-	0.7409	74.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9877	98.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.15%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.83%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	89.84%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.75%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.84%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.09%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	87.06%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.27%	100.00%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	84.98%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.81%	92.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.57%	93.40%
CHEMBL4208	P20618	Proteasome component C5	83.52%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.51%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.18%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.76%	91.19%
CHEMBL4444	P04070	Vitamin K-dependent protein C	82.74%	93.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.05%	93.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.00%	90.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.65%	91.03%

Plants that contains it

• Salpichroa origanifolia

Cross-Links

• PubChem: 162913279
• LOTUS: LTS0263609
• wikiData: Q104967546