(1R,3R,4R,6R,8R)-3-benzoyl-8-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-(2-hydroxypropan-2-yl)-7,7-dimethyl-1-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]tricyclo[4.3.1.13,8]undecane-2,9,11-trione

Details

• Internal ID: cf603d2a-8019-490e-bf2d-d89fce0b5f68
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3R,4R,6R,8R)-3-benzoyl-8-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-(2-hydroxypropan-2-yl)-7,7-dimethyl-1-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]tricyclo[4.3.1.13,8]undecane-2,9,11-trione
• SMILES (Canonical): CC(=CCC(CC12CC3CC(C(C1=O)(C(=O)C(C2=O)(C3(C)C)CC(C(C)(C)O)O)C(=O)C4=CC=CC=C4)C(C)(C)O)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@@H](C[C@]12C[C@H]3C[C@H]([C@@](C1=O)(C(=O)[C@@](C2=O)(C3(C)C)C[C@H](C(C)(C)O)O)C(=O)C4=CC=CC=C4)C(C)(C)O)C(=C)C)C
• InChI: InChI=1S/C38H52O7/c1-22(2)16-17-25(23(3)4)19-36-20-26-18-27(34(7,8)44)38(31(36)42,29(40)24-14-12-11-13-15-24)32(43)37(30(36)41,33(26,5)6)21-28(39)35(9,10)45/h11-16,25-28,39,44-45H,3,17-21H2,1-2,4-10H3/t25-,26+,27-,28+,36+,37+,38+/m0/s1
• InChI Key: OJQJSWYYBRLADU-QXSZOGHISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂O₇
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.37130399 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	-	0.7962	79.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7349	73.49%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9913	99.13%
P-glycoprotein inhibitior	+	0.6734	67.34%
P-glycoprotein substrate	+	0.6176	61.76%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8005	80.05%
CYP3A4 inhibition	-	0.7413	74.13%
CYP2C9 inhibition	-	0.7673	76.73%
CYP2C19 inhibition	-	0.6568	65.68%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.8113	81.13%
CYP2C8 inhibition	+	0.6071	60.71%
CYP inhibitory promiscuity	-	0.8949	89.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6478	64.78%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5399	53.99%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6604	66.04%
Acute Oral Toxicity (c)	III	0.5264	52.64%
Estrogen receptor binding	+	0.6684	66.84%
Androgen receptor binding	+	0.6616	66.16%
Thyroid receptor binding	+	0.6312	63.12%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.7439	74.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.01%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.11%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.66%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.13%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.81%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	88.50%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.85%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.44%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.82%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.26%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.16%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.95%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.88%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.73%	97.21%
CHEMBL5028	O14672	ADAM10	81.21%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%

Plants that contains it

• Garcinia multiflora

Cross-Links

• PubChem: 162821328
• LOTUS: LTS0123750
• wikiData: Q105193216