Dihydrosamidin

Details

• Internal ID: 85151153-5010-4f61-b541-109a6188947f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@@H]1[C@@H](C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
• InChI: InChI=1S/C21H24O7/c1-11(2)10-16(24)27-20-19(25-12(3)22)17-14(28-21(20,4)5)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20-/m1/s1
• InChI Key: ALKTVPFKDYZFGA-WOJBJXKFSA-N
• Popularity: 39 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 6005-18-1
• Samidin, dihydro-
• Dimidin
• OD3R5Q8OVH
• UNII-OD3R5Q8OVH
• Spectrum_001514
• SpecPlus_000916
• Spectrum2_000740
• Spectrum3_001641
• CHEBI:4583
• DTXSID40331744
• [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbutanoate
• 2H,8H-Benzo(1,2-b:3,4-b')dipyran-2-one, 9,10-dihydro-9,10-dihydroxy-8,8-dimethyl-, 10-acetate isovalerate, cis-(+)-
• Butanoic acid, 3-methyl-, (9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl ester
• Butanoic acid, 3-methyl-, 10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl ester, (9R-cis)-
• Isovaleric acid, 9-ester with 9,10-dihydro-9,10-dihydroxy-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one acetate, cis-(+)-
• AC1L9CAN
• Spectrum4_001855
• Spectrum5_000390
• C09260
• BSPBio_003361
• KBioGR_002291
• KBioSS_001994
• DivK1c_007012
• SPECTRUM1504161
• SPBio_000700
• MEGxp0_000335
• CHEMBL3039391
• SCHEMBL12062121
• ACon0_000474
• ACon1_000431
• KBio1_001956
• KBio2_001994
• KBio2_004562
• KBio2_007130
• KBio3_002581
• DTXCID90282838
• CCG-40080
• AKOS001483070
• SDCCGMLS-0066815.P001
• BRD-K63945320-001-03-2
• Q27106415
• (9R,10R)-10-(acetyloxy)-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl 3-methylbutanoate
• [(9R,10R)-10-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 3-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	+	0.7441	74.41%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6910	69.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8835	88.35%
P-glycoprotein inhibitior	+	0.8004	80.04%
P-glycoprotein substrate	-	0.6930	69.30%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.6941	69.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.6061	60.61%
CYP2C8 inhibition	-	0.6252	62.52%
CYP inhibitory promiscuity	-	0.7572	75.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8684	86.84%
Skin irritation	-	0.8443	84.43%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.5135	51.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5857	58.57%
Acute Oral Toxicity (c)	III	0.7219	72.19%
Estrogen receptor binding	+	0.6987	69.87%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7071	70.71%
Aromatase binding	-	0.5680	56.80%
PPAR gamma	+	0.5557	55.57%
Honey bee toxicity	-	0.7747	77.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.43%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.40%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.43%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.63%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.43%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.45%	95.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.36%	88.42%

Plants that contains it

• Ferulopsis hystrix
• Phlojodicarpus sibiricus
• Phlojodicarpus villosus
• Robinia pseudoacacia
• Visnaga daucoides

Cross-Links

• PubChem: 442128
• NPASS: NPC160727
• LOTUS: LTS0139061
• wikiData: Q27106415