(3R)-3-[(2R,3S,8R)-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-4,7-dioxo-2,3-dihydrochromen-6-yl]hexanoic acid

Details

• Internal ID: ad3ccbfe-4c24-4f55-a3a7-c9d1aec1c5ef
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R)-3-[(2R,3S,8R)-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-4,7-dioxo-2,3-dihydrochromen-6-yl]hexanoic acid
• InChI: InChI=1S/C32H46O6/c1-10-11-23(16-25(33)34)26-29(36)27-28(35)21(8)22(9)38-31(27)32(30(26)37,15-14-19(4)5)17-24(20(6)7)13-12-18(2)3/h12,14,21-24,36H,6,10-11,13,15-17H2,1-5,7-9H3,(H,33,34)/t21-,22+,23+,24+,32-/m0/s1
• InChI Key: BGZGGCFNSXHMDD-CAQDASKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₆
• Molecular Weight: 526.70 g/mol
• Exact Mass: 526.32943918 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.5943	59.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6909	69.09%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.7756	77.56%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9397	93.97%
P-glycoprotein inhibitior	+	0.6616	66.16%
P-glycoprotein substrate	+	0.5648	56.48%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	+	0.8551	85.51%
CYP2C9 inhibition	-	0.9224	92.24%
CYP2C19 inhibition	-	0.9071	90.71%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8825	88.25%
CYP2C8 inhibition	-	0.5690	56.90%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8941	89.41%
Skin irritation	+	0.6136	61.36%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6723	67.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5094	50.94%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7559	75.59%
Acute Oral Toxicity (c)	III	0.6895	68.95%
Estrogen receptor binding	+	0.7278	72.78%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	-	0.5146	51.46%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	+	0.6882	68.82%
PPAR gamma	+	0.6730	67.30%
Honey bee toxicity	-	0.7798	77.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	95.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.35%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	84.33%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.82%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL3776	Q14790	Caspase-8	82.26%	97.06%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.93%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.31%	99.17%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 154496765
• LOTUS: LTS0014485
• wikiData: Q104935802