CID 21574520

Details

• Internal ID: 5139a9a3-d88d-4e20-9816-b952af9b3789
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (4S,5R,8S,13R,16S,19R,22R)-8-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CCC5=COC6(C5C(CO6)OC(=O)C4CC=C3C2)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CCC5=CO[C@@]6([C@H]5[C@@H](CO6)OC(=O)[C@@H]4CC=C3C2)C)C)OC)O
• InChI: InChI=1S/C28H40O8/c1-15-25(29)21(31-4)12-23(34-15)35-18-9-10-27(2)17(11-18)6-7-19-20(27)8-5-16-13-32-28(3)24(16)22(14-33-28)36-26(19)30/h6,13,15,18-25,29H,5,7-12,14H2,1-4H3/t15-,18+,19-,20+,21-,22-,23+,24-,25-,27+,28+/m1/s1
• InChI Key: QANVGLGBLJFUIP-KTQVWRAASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₈
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.27231823 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• HY-N3672
• AKOS040761560
• CS-0024032
• (4S,5R,8S,13R,16S,19R,22R)-8-[(2R,4R,5R,6R)-5-Hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.7122	71.22%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8388	83.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8243	82.43%
P-glycoprotein inhibitior	+	0.7287	72.87%
P-glycoprotein substrate	+	0.6464	64.64%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.8998	89.98%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.8407	84.07%
CYP2C8 inhibition	+	0.5846	58.46%
CYP inhibitory promiscuity	-	0.9321	93.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5338	53.38%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4333	43.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5427	54.27%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6532	65.32%
Acute Oral Toxicity (c)	I	0.4163	41.63%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	-	0.5265	52.65%
Glucocorticoid receptor binding	+	0.7724	77.24%
Aromatase binding	+	0.6340	63.40%
PPAR gamma	+	0.5567	55.67%
Honey bee toxicity	-	0.6550	65.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9617	96.17%

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	97.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.34%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.56%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.06%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.23%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.63%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.02%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.07%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.71%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.46%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.24%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.90%	97.14%
CHEMBL255	P29275	Adenosine A2b receptor	82.96%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.68%	92.62%

Plants that contains it

• Agave cocui
• Campanula hypopolia
• Chasmanthera dependens
• Corydalis pallida
• Crepis czerepanovii
• Cylindropuntia leptocaulis
• Drimia calcarata
• Hemionitis doryopteris
• Homalolepis cuneata
• Huperzia selago
• Hymenoxys grandiflora
• Ipomoea corymbosa
• Kielmeyera rubriflora
• Larix lyallii
• Maackia floribunda
• Meliosma simplicifolia subsp. pungens
• Oroxylum indicum
• Osteospermum microcarpum subsp. microcarpum
• Philadelphus coronarius
• Polygala fruticosa
• Pterocarpus macrocarpus
• Scandix pecten-veneris
• Senecio miser
• Sorbaria kirilowii
• Steirodiscus tagetes
• Syzygium levinei
• Thalictrum podocarpum
• Trichilia catigua
• Ventilago madraspatana
• Vincetoxicum amplexicaule
• Vincetoxicum atratum
• Vincetoxicum forrestii

Cross-Links

• PubChem: 21574520
• NPASS: NPC105945
• LOTUS: LTS0140371
• wikiData: Q105217536