[(1R,2R,4R,5R,6S,7S,9R,10S,11S,12S,13S,14S,15R,22R,23R,25R)-10,11,22-trihydroxy-9-(hydroxymethyl)-2,13,15-trimethyl-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-12-yl] benzoate

Details

• Internal ID: b13ab82a-a09c-4b5a-bc90-19ee8e911858
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [(1R,2R,4R,5R,6S,7S,9R,10S,11S,12S,13S,14S,15R,22R,23R,25R)-10,11,22-trihydroxy-9-(hydroxymethyl)-2,13,15-trimethyl-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-12-yl] benzoate
• SMILES (Canonical): CC1CCCCCCC(C23OC4C5C6C(O6)(C(C7(C(C1C(C7OC(=O)C8=CC=CC=C8)C)C5(O2)C(CC4(O3)C(=C)C)C)O)O)CO)O
• SMILES (Isomeric): C[C@@H]1CCCCCC[C@H]([C@@]23O[C@@H]4[C@@H]5[C@H]6[C@](O6)([C@H]([C@]7([C@@H]([C@@H]1[C@@H]([C@@H]7OC(=O)C8=CC=CC=C8)C)[C@@]5(O2)[C@@H](C[C@@]4(O3)C(=C)C)C)O)O)CO)O
• InChI: InChI=1S/C37H50O10/c1-19(2)33-17-21(4)36-26-29(33)45-37(46-33,47-36)24(39)16-12-7-6-9-13-20(3)25-22(5)28(43-31(40)23-14-10-8-11-15-23)35(42,27(25)36)32(41)34(18-38)30(26)44-34/h8,10-11,14-15,20-22,24-30,32,38-39,41-42H,1,6-7,9,12-13,16-18H2,2-5H3/t20-,21-,22+,24-,25+,26-,27-,28+,29-,30+,32-,33-,34+,35-,36-,37+/m1/s1
• InChI Key: MIQXWLWKVCOSDG-NLOFBDRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀O₁₀
• Molecular Weight: 654.80 g/mol
• Exact Mass: 654.34039779 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8959	89.59%
Caco-2	-	0.8330	83.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9482	94.82%
P-glycoprotein inhibitior	+	0.6349	63.49%
P-glycoprotein substrate	+	0.6222	62.22%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8339	83.39%
CYP3A4 inhibition	-	0.5288	52.88%
CYP2C9 inhibition	-	0.7254	72.54%
CYP2C19 inhibition	-	0.7787	77.87%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.7651	76.51%
CYP2C8 inhibition	+	0.7754	77.54%
CYP inhibitory promiscuity	-	0.8553	85.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6740	67.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7178	71.78%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5842	58.42%
Acute Oral Toxicity (c)	I	0.4352	43.52%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	+	0.5310	53.10%
Glucocorticoid receptor binding	+	0.5903	59.03%
Aromatase binding	+	0.7346	73.46%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.30%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.59%	96.61%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.69%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.83%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.58%	94.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.94%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	87.94%	91.19%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.34%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.80%	87.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.23%	97.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.20%	81.11%

Plants that contains it

• Lasiosiphon kraussianus

Cross-Links

• PubChem: 102402651
• LOTUS: LTS0172756
• wikiData: Q104397389