Hibarimicin I

Details

• Internal ID: 4532ce08-d880-4930-aec5-5dea33443cfc
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 5-[(2S,6R)-5-(5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-7-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-15-[7-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1,8,10,10a,12-pentahydroxy-9-[(2S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-3,4-dimethoxy-11-oxo-10-propyl-6a,7,8,9-tetrahydro-6H-tetracen-2-yl]-6,9,12,19-tetrahydroxy-16-methoxy-4-propyl-3-oxapentacyclo[9.8.0.02,8.04,9.013,18]nonadeca-1(11),12,15,18-tetraene-10,14,17-trione
• InChI: InChI=1S/C77H100O35/c1-12-18-73(95)71(110-39-16-14-34(79)25(3)102-39)61(91)64(108-41-22-35(80)53(83)27(5)104-41)33-21-31-20-32-45(55(85)44(31)69(93)76(33,73)97)56(86)49(67(101-11)63(32)99-9)48-57(87)46-47(60(90)66(48)100-10)58(88)50-51(59(46)89)70(94)77(98)52-65(50)112-74(77,19-13-2)72(62(92)68(52)109-42-23-36(81)54(84)28(6)105-42)111-40-17-15-37(26(4)103-40)107-43-24-38(82)75(96,29(7)78)30(8)106-43/h20,25-28,30,33-43,52-54,61-62,64-65,68,71-72,79-86,88-89,91-92,95-98H,12-19,21-24H2,1-11H3/t25-,26-,27+,28+,30?,33?,34?,35-,36-,37?,38?,39+,40+,41+,42+,43?,52?,53+,54+,61?,62?,64?,65?,68?,71?,72?,73?,74?,75?,76?,77?/m1/s1
• InChI Key: DWVTVJUNKUSADX-LODFJEPCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₇H₁₀₀O₃₅
• Molecular Weight: 1585.60 g/mol
• Exact Mass: 1584.6045149 g/mol
• Topological Polar Surface Area (TPSA): 538.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 35
• H-Bond Donor: 16
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9542	95.42%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6496	64.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7995	79.95%
OATP1B3 inhibitior	+	0.8083	80.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9622	96.22%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.8513	85.13%
CYP3A4 substrate	+	0.7535	75.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.6357	63.57%
CYP2C9 inhibition	-	0.7033	70.33%
CYP2C19 inhibition	-	0.7371	73.71%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.7736	77.36%
CYP2C8 inhibition	+	0.8286	82.86%
CYP inhibitory promiscuity	-	0.7778	77.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5378	53.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.6950	69.50%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.5653	56.53%
Human Ether-a-go-go-Related Gene inhibition	+	0.7438	74.38%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5727	57.27%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6937	69.37%
Acute Oral Toxicity (c)	II	0.5601	56.01%
Estrogen receptor binding	+	0.5900	59.00%
Androgen receptor binding	+	0.7680	76.80%
Thyroid receptor binding	+	0.7297	72.97%
Glucocorticoid receptor binding	+	0.8246	82.46%
Aromatase binding	+	0.7520	75.20%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	99.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.54%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.65%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.60%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.36%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.81%	97.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.80%	96.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.67%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.00%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.67%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.35%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.27%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.04%	82.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.72%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.71%	99.17%
CHEMBL2664	P23526	Adenosylhomocysteinase	86.53%	86.67%
CHEMBL5255	O00206	Toll-like receptor 4	86.35%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.92%	96.21%
CHEMBL2535	P11166	Glucose transporter	85.87%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.58%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.82%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	84.50%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.45%	93.03%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.80%	94.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.69%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.43%	96.77%
CHEMBL217	P14416	Dopamine D2 receptor	81.36%	95.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.96%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588827
• LOTUS: LTS0255363
• wikiData: Q104990786