(3S,5R,6S,7S,8R,10R,12S)-5-(hydroxymethyl)-15,17-dimethyl-12-phenyl-2,4,9,13-tetraoxatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),14(18),15-triene-6,7,16-triol

Details

• Internal ID: 545d49ff-7637-4937-a67e-aaa738438480
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: (3S,5R,6S,7S,8R,10R,12S)-5-(hydroxymethyl)-15,17-dimethyl-12-phenyl-2,4,9,13-tetraoxatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),14(18),15-triene-6,7,16-triol
• InChI: InChI=1S/C23H26O8/c1-10-17(25)11(2)21-16-14(8-13(28-20(10)16)12-6-4-3-5-7-12)29-22-19(27)18(26)15(9-24)30-23(22)31-21/h3-7,13-15,18-19,22-27H,8-9H2,1-2H3/t13-,14+,15+,18+,19-,22+,23-/m0/s1
• InChI Key: GPWAFSMOEKCPNE-UWKTVYOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.16276778 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5427	54.27%
Caco-2	-	0.7999	79.99%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5794	57.94%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.7218	72.18%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6236	62.36%
P-glycoprotein inhibitior	-	0.6503	65.03%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7231	72.31%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9273	92.73%
CYP2C19 inhibition	-	0.9080	90.80%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9043	90.43%
CYP2C8 inhibition	+	0.5508	55.08%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.8208	82.08%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3982	39.82%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.6552	65.52%
skin sensitisation	-	0.9112	91.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8273	82.73%
Acute Oral Toxicity (c)	III	0.4722	47.22%
Estrogen receptor binding	+	0.7603	76.03%
Androgen receptor binding	+	0.6049	60.49%
Thyroid receptor binding	+	0.6548	65.48%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	+	0.5843	58.43%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8092	80.92%

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	97.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.50%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.04%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163009170
• LOTUS: LTS0016775
• wikiData: Q105015209