(2S,3R,4R,5R,6S)-2-[[13-hydroxy-8-(hydroxymethyl)-5-methoxy-4-tricyclo[9.4.0.02,7]pentadeca-1(11),2,4,6,8,12,14-heptaenyl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 8572c51f-b48d-4d8e-a8f1-08f19d870470
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[[13-hydroxy-8-(hydroxymethyl)-5-methoxy-4-tricyclo[9.4.0.02,7]pentadeca-1(11),2,4,6,8,12,14-heptaenyl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C3C(=CCC4=C(C3=C2)C=CC(=C4)O)CO)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C3C(=CCC4=C(C3=C2)C=CC(=C4)O)CO)OC)O)O)O
• InChI: InChI=1S/C23H26O8/c1-11-20(26)21(27)22(28)23(30-11)31-19-9-17-15-6-5-14(25)7-12(15)3-4-13(10-24)16(17)8-18(19)29-2/h4-9,11,20-28H,3,10H2,1-2H3/t11-,20-,21+,22+,23-/m0/s1
• InChI Key: FTFOYHIOGXYMQF-XIAJQQPNSA-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): 129.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6431	64.31%
Caco-2	-	0.5763	57.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4795	47.95%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	-	0.6722	67.22%
P-glycoprotein substrate	+	0.5760	57.60%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7872	78.72%
CYP3A4 inhibition	-	0.5719	57.19%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	+	0.5400	54.00%
CYP2D6 inhibition	-	0.7116	71.16%
CYP1A2 inhibition	-	0.5212	52.12%
CYP2C8 inhibition	+	0.7287	72.87%
CYP inhibitory promiscuity	+	0.7095	70.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7112	71.12%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9419	94.19%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8158	81.58%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.5320	53.20%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	-	0.5068	50.68%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.7029	70.29%
Aromatase binding	+	0.5878	58.78%
PPAR gamma	+	0.7100	71.00%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	99.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	96.12%	89.62%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.05%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.78%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.51%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.41%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.59%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.30%	92.94%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.05%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.92%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.76%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	86.42%	98.35%
CHEMBL4208	P20618	Proteasome component C5	85.92%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.89%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.45%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	82.19%	91.49%
CHEMBL2535	P11166	Glucose transporter	81.52%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.46%	89.00%
CHEMBL5747	Q92793	CREB-binding protein	81.06%	95.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.88%	90.71%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.75%	89.32%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.21%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.10%	89.50%

Plants that contains it

• Alstonia rostrata
• Asteriscus aquaticus
• Betula pendula subsp. mandshurica
• Capparis spinosa var. ovata
• Charpentiera obovata
• Cinnamomum subavenium
• Croton montevidensis
• Datisca glomerata
• Dioscorea olfersiana
• Ecballium elaterium
• Elaeodendron papillosum
• Helichrysum auriceps
• Hubertia tomentosa
• Leionema dentatum
• Ligustrum obtusifolium
• Lotus ucrainicus
• Myristica cagayanensis
• Nothofagus fusca
• Phyllanthus oligospermus
• Polygonum pubescens
• Pseudowintera colorata
• Quercus imbricaria
• Scrophularia koelzii
• Spiracantha cornifolia
• Vincetoxicum tanakae

Cross-Links

• PubChem: 102345053
• NPASS: NPC83341