Microtropioside D

Details

• Internal ID: 9480a28a-9da5-40d5-8954-2e85f02aff60
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-2-[(3R,4aS,6aS,8R,10aR,10bS)-3,4a,7,7,10a-pentamethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]-2-hydroxyethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CCC(O3)(C)C(COC5C(C(C(C(O5)CO)O)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1CC[C@]3([C@H]2CC[C@](O3)(C)[C@H](CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C32H56O14/c1-29(2)17-6-10-31(4)18(30(17,3)9-8-20(29)45-28-26(41)24(39)22(37)16(13-34)44-28)7-11-32(5,46-31)19(35)14-42-27-25(40)23(38)21(36)15(12-33)43-27/h15-28,33-41H,6-14H2,1-5H3/t15-,16-,17-,18+,19+,20-,21-,22-,23+,24+,25-,26-,27-,28+,30-,31+,32-/m1/s1
• InChI Key: UGXGNDFGUYJPTJ-SVVOPOECSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₁₄
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.36700646 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 1227698-65-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5618	56.18%
Caco-2	-	0.8747	87.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6860	68.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.8281	82.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8884	88.84%
P-glycoprotein inhibitior	+	0.6867	68.67%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	+	0.6863	68.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	-	0.9470	94.70%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9629	96.29%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	-	0.6813	68.13%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6935	69.35%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.7470	74.70%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6756	67.56%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8146	81.46%
skin sensitisation	-	0.9301	93.01%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6423	64.23%
Acute Oral Toxicity (c)	III	0.4179	41.79%
Estrogen receptor binding	+	0.6112	61.12%
Androgen receptor binding	+	0.6193	61.93%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.6696	66.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7561	75.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.38%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.14%	96.61%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	87.09%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.86%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.58%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.63%	92.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.62%	95.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.21%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.68%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%

Plants that contains it

• Achyranthes aspera
• Drimia fugax
• Garcinia kola
• Leionema bilobum
• Microtropis japonica
• Morus macroura
• Neopringlea integrifolia
• Raphanus raphanistrum
• Rhizophora mangle
• Salix alba
• Schisandra sphaerandra
• Sesbania grandiflora

Cross-Links

• PubChem: 101506968
• NPASS: NPC147802
• LOTUS: LTS0159107
• wikiData: Q105272622