[(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-7-benzoyloxy-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-5-yl]methyl benzoate

Details

• Internal ID: 7b8042c3-7f50-4c28-95db-4ae497ff7c4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [(2S,3S,3aR,4S,5R,6S,6aS,7R,8R,10R,10aR,10bS)-7-benzoyloxy-3,3a,4,5,6,8,10a-heptahydroxy-2,10-dimethyl-8-prop-1-en-2-yl-1,2,3,4,6,6a,7,9,10,10b-decahydrobenzo[e]azulen-5-yl]methyl benzoate
• SMILES (Canonical): CC1CC2C3(C(CC(C(C3C(C(C(C2(C1O)O)O)(COC(=O)C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)(C(=C)C)O)C)O
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@]3([C@@H](C[C@]([C@@H]([C@@H]3[C@@H]([C@@]([C@H]([C@@]2([C@H]1O)O)O)(COC(=O)C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)(C(=C)C)O)C)O
• InChI: InChI=1S/C34H42O11/c1-18(2)31(40)16-20(4)33(42)23-15-19(3)25(35)34(23,43)30(39)32(41,17-44-28(37)21-11-7-5-8-12-21)26(36)24(33)27(31)45-29(38)22-13-9-6-10-14-22/h5-14,19-20,23-27,30,35-36,39-43H,1,15-17H2,2-4H3/t19-,20+,23-,24-,25-,26-,27+,30+,31+,32+,33-,34+/m0/s1
• InChI Key: PSNUKMIXPYJNNW-CBIQJXSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₁
• Molecular Weight: 626.70 g/mol
• Exact Mass: 626.27271215 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9568	95.68%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.8866	88.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8684	86.84%
P-glycoprotein inhibitior	+	0.6462	64.62%
P-glycoprotein substrate	+	0.6315	63.15%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.7322	73.22%
CYP2C19 inhibition	-	0.7896	78.96%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.7588	75.88%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	-	0.8916	89.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7005	70.05%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.6265	62.65%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8720	87.20%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5017	50.17%
skin sensitisation	-	0.8095	80.95%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5275	52.75%
Acute Oral Toxicity (c)	III	0.4675	46.75%
Estrogen receptor binding	+	0.7485	74.85%
Androgen receptor binding	+	0.6886	68.86%
Thyroid receptor binding	+	0.5853	58.53%
Glucocorticoid receptor binding	+	0.6395	63.95%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.6053	60.53%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.67%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.05%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.31%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	89.80%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.38%	91.11%
CHEMBL5028	O14672	ADAM10	87.26%	97.50%
CHEMBL2535	P11166	Glucose transporter	86.78%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.96%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.89%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.71%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.70%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.43%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.73%	96.95%

Plants that contains it

• Citharexylum caudatum
• Daphne genkwa
• Fouquieria columnaris
• Pedicularis spicata
• Phlomis rigida
• Picconia excelsa

Cross-Links

• PubChem: 162981352
• LOTUS: LTS0067544
• wikiData: Q105218796