Camellidin I

Details

• Internal ID: 8c59161a-5767-4b15-b8dc-d267151789a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-12a-acetyloxy-4,4,6a,6b,11,11,14b-heptamethyl-8-oxo-2,3,4a,5,6,7,8a,9,10,12,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=O)OC12CC(CCC1C(=O)CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@]12CC(CC[C@@H]1C(=O)C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C)(C)C
• InChI: InChI=1S/C55H86O25/c1-22(59)80-55-21-50(2,3)14-11-23(55)24(60)17-54(8)30(55)10-9-29-52(6)15-13-31(51(4,5)28(52)12-16-53(29,54)7)75-49-43(78-47-39(68)36(65)33(62)26(19-57)73-47)40(69)41(44(79-49)45(70)71)76-48-42(37(66)34(63)27(20-58)74-48)77-46-38(67)35(64)32(61)25(18-56)72-46/h10,23,25-29,31-44,46-49,56-58,61-69H,9,11-21H2,1-8H3,(H,70,71)/t23-,25-,26-,27-,28+,29-,31+,32-,33+,34+,35+,36+,37+,38-,39-,40+,41+,42-,43-,44+,46+,47+,48+,49-,52+,53-,54-,55+/m1/s1
• InChI Key: TVDLDADJOJWXBX-USVUDFSPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₆O₂₅
• Molecular Weight: 1147.30 g/mol
• Exact Mass: 1146.54581822 g/mol
• Topological Polar Surface Area (TPSA): 397.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

• Camellidin monoacetate
• C08933
• 96827-22-4
• AC1L9BWQ
• CHEBI:3338
• C55H86O25
• C55-H86-O25
• Q27106032

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7814	78.14%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	-	0.6131	61.31%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.6921	69.21%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7492	74.92%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7045	70.45%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.7801	78.01%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	+	0.6490	64.90%
PPAR gamma	+	0.8064	80.64%
Honey bee toxicity	-	0.6643	66.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.92%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.08%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.65%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.98%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.19%	92.50%
CHEMBL5028	O14672	ADAM10	84.12%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.04%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.53%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.20%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.20%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	81.50%	92.97%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.40%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.22%	89.44%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.07%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.07%	99.17%

Plants that contains it

• Camellia japonica
• Camellia sinensis

Cross-Links

• PubChem: 441911
• NPASS: NPC141339
• LOTUS: LTS0121380
• wikiData: Q27106032