(5alpha,8alpha,9S,10beta,13S)-6alpha-[(4-O-beta-D-Glucopyranosyl-alpha-L-rhamnopyranosyl)oxy]-13-[(4-O-alpha-L-rhamnopyranosyl-beta-D-fucopyranosyl)oxy]cleroda-3,14-diene

Details

• Internal ID: 3579e324-3eed-4ece-bd90-5e306c5e0288
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4R,5R,6S)-6-[(3S)-5-[(1S,2R,4S,4aR,8aR)-4-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC(C)(C=C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)O)O)CCC=C2C)C)OC5C(C(C(C(O5)C)OC6C(C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O)O)CCC=C2C)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C44H74O19/c1-10-42(7,63-41-35(55)31(51)37(22(6)58-41)61-39-32(52)28(48)26(46)20(4)56-39)14-15-43(8)19(3)16-25(44(9)18(2)12-11-13-24(43)44)60-38-34(54)30(50)36(21(5)57-38)62-40-33(53)29(49)27(47)23(17-45)59-40/h10,12,19-41,45-55H,1,11,13-17H2,2-9H3/t19-,20+,21+,22-,23-,24-,25+,26+,27-,28-,29+,30+,31-,32-,33-,34-,35-,36+,37+,38+,39+,40+,41+,42-,43+,44+/m1/s1
• InChI Key: OCBSEIOKSACOIW-ALHCUVJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₄O₁₉
• Molecular Weight: 907.00 g/mol
• Exact Mass: 906.48243013 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.15
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5913	59.13%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8495	84.95%
OATP1B3 inhibitior	-	0.2170	21.70%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7535	75.35%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	-	0.5313	53.13%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8213	82.13%
CYP2C8 inhibition	+	0.6757	67.57%
CYP inhibitory promiscuity	-	0.9129	91.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7058	70.58%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.5811	58.11%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8165	81.65%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7806	78.06%
Acute Oral Toxicity (c)	III	0.5657	56.57%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.6873	68.73%
Aromatase binding	+	0.6660	66.60%
PPAR gamma	+	0.7743	77.43%
Honey bee toxicity	-	0.6097	60.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9654	96.54%

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	98.22%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.58%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.00%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.06%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	86.72%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.66%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.23%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.41%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.42%	99.17%
CHEMBL1977	P11473	Vitamin D receptor	80.65%	99.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.61%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.58%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.30%	95.89%

Plants that contains it

• Asparagus officinalis
• Astragalus dissectus
• Dicranopteris linearis
• Dicranopteris pedata
• Ocotea minarum

Cross-Links

• PubChem: 10509989
• NPASS: NPC9946
• LOTUS: LTS0033629
• wikiData: Q105189270