[(5R,8R,9S,10R,13S)-13-Hydroxycleroda-3,14-diene-6alpha-yl]4-O-(beta-D-glucopyranosyl)-alpha-L-rhamnopyranoside

Details

• Internal ID: afba5d42-e8d3-4343-85ee-4e1354ac39cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-hydroxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC(C)(C=C)O)CCC=C2C)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)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)CCC=C2C)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)CO)O)O)O)O)O
• InChI: InChI=1S/C32H54O11/c1-8-30(5,39)12-13-31(6)17(3)14-21(32(7)16(2)10-9-11-20(31)32)42-28-26(38)24(36)27(18(4)40-28)43-29-25(37)23(35)22(34)19(15-33)41-29/h8,10,17-29,33-39H,1,9,11-15H2,2-7H3/t17-,18+,19-,20-,21+,22-,23+,24+,25-,26-,27+,28+,29+,30-,31+,32+/m1/s1
• InChI Key: ATKULCOXZIMOHG-JDQLJWBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₁
• Molecular Weight: 614.80 g/mol
• Exact Mass: 614.36661253 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6435	64.35%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6582	65.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.8119	81.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5877	58.77%
P-glycoprotein inhibitior	+	0.6540	65.40%
P-glycoprotein substrate	-	0.6121	61.21%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.8745	87.45%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.8564	85.64%
CYP2C8 inhibition	+	0.6571	65.71%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7013	70.13%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.5274	52.74%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7982	79.82%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.9018	90.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7833	78.33%
Acute Oral Toxicity (c)	III	0.4837	48.37%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	+	0.6277	62.77%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.5766	57.66%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.6232	62.32%
Honey bee toxicity	-	0.6805	68.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9486	94.86%

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	98.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.15%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.00%	94.73%
CHEMBL1977	P11473	Vitamin D receptor	87.72%	99.43%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.78%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.99%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.93%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.12%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.73%	90.93%
CHEMBL2996	Q05655	Protein kinase C delta	80.40%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.15%	95.56%

Plants that contains it

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

Cross-Links

• PubChem: 24882166
• NPASS: NPC230594
• LOTUS: LTS0248684
• wikiData: Q104918478