(2R,3S,5R,6S)-2,3,5-trihydroxy-2,3-dimethyl-6-[(1S,2R,7R,9S,11R)-2-methyl-3-oxo-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-15-yl]heptanal

Details

• Internal ID: ff919768-076d-4188-823b-b705056f09a9
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (2R,3S,5R,6S)-2,3,5-trihydroxy-2,3-dimethyl-6-[(1S,2R,7R,9S,11R)-2-methyl-3-oxo-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-15-yl]heptanal
• SMILES (Canonical): CC(C1=CC2=C(C=C1)C3CC4C5(O4)CC=CC(=O)C5(C3CC2)C)C(CC(C)(C(C)(C=O)O)O)O
• SMILES (Isomeric): C[C@@H](C1=CC2=C(C=C1)[C@@H]3C[C@H]4[C@@]5(O4)CC=CC(=O)[C@@]5([C@H]3CC2)C)[C@@H](C[C@@](C)([C@](C)(C=O)O)O)O
• InChI: InChI=1S/C28H36O6/c1-16(22(30)14-25(2,32)26(3,33)15-29)17-7-9-19-18(12-17)8-10-21-20(19)13-24-28(34-24)11-5-6-23(31)27(21,28)4/h5-7,9,12,15-16,20-22,24,30,32-33H,8,10-11,13-14H2,1-4H3/t16-,20-,21-,22+,24-,25-,26-,27-,28-/m0/s1
• InChI Key: WNCJLIJFOKOWMU-NGNKZELYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₆
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.25118886 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9555	95.55%
Caco-2	-	0.7604	76.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5791	57.91%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.6498	64.98%
P-glycoprotein substrate	+	0.7411	74.11%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	+	0.5894	58.94%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.8238	82.38%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.6506	65.06%
CYP2C8 inhibition	+	0.7105	71.05%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7155	71.55%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9631	96.31%
Skin irritation	-	0.6364	63.64%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3727	37.27%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5137	51.37%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8715	87.15%
Acute Oral Toxicity (c)	III	0.4739	47.39%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.7209	72.09%
Glucocorticoid receptor binding	+	0.8336	83.36%
Aromatase binding	+	0.7530	75.30%
PPAR gamma	+	0.6110	61.10%
Honey bee toxicity	-	0.7862	78.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.91%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.71%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.10%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.54%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.12%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.74%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.71%	93.40%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	89.45%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.70%	91.03%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.82%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.54%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.50%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.01%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	86.79%	83.82%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.04%	85.11%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.65%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.83%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.80%	97.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.04%	91.07%
CHEMBL4581	P52732	Kinesin-like protein 1	82.10%	93.18%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.50%	95.69%
CHEMBL2996	Q05655	Protein kinase C delta	80.14%	97.79%

Plants that contains it

• Salpichroa origanifolia

Cross-Links

• PubChem: 163106436
• LOTUS: LTS0256919
• wikiData: Q105308990